Thiocarboxylic esters and fungicides containing them

ABSTRACT

Thiocarboxylic esters of the formula I ##STR1## where the substituents have the following meanings: X is oxygen, sulfur, oxymethylene, methyleneoxy, thiomethylene, methylenethio, ethylene, ethenylene or ethynylene, 
     Y,Z are each sulfur or oxygen, but Y and Z are not simultaneously oxygen, 
     R is alkyl, mononuclear, dinuclear or trinuclear aryl or hetaryl, where aryl and hetaryl may be substituted, 
     and fungicidal agents containing these compounds.

This is a division of application Ser. No. 07/608,351, filed on Nov. 2, 1990, now U.S. Pat. No. 5,112,860.

The present invention relates to novel thiocarboxylic esters of the general formula I ##STR2## where X is oxygen, sulfur, oxymethylene, methyleneoxy, thiomethylene, methylenethio, ethylene, ethenylene or ethynylene, Y and Z are each sulfur or oxygen, but Y and Z are not simultaneously oxygen, and R is C₁ -C₆ -alkyl, mononuclear, dinuclear or trinuclear aryl or hetaryl, where aryl and hetaryl may carry the following radicals R¹ : halogen, cyano, nitro, C₁ -C₆ -alkyl, C₃ -C₆ -cycloalkyl, C₁ -C₆ -alkoxy, trifluoromethyl, mononuclear or dinuclear aryloxy or mononuclear, dinuclear or trinuclear aryl, and aryloxy and aryl in turn may be substituted by the stated radicals R¹.

The present invention furthermore relates to a process for the preparation of these compounds, fungicides containing these compounds and a method for controlling fungi with the aid of these compounds or these fungicides.

Fungicides having a phenylglyoxylic acid oxime structure are disclosed in EP-A1-253 213, EP-A2-254 426 and EP-A2-299 694. Many of the compounds described in the stated publications have an unsatisfactory fungicidal action.

It is an object of the present invention to provide fungicides having a better action.

We have found that this object is achieved by the thiocarboxylic esters I defined at the outset.

Preferred thiocarboxylic esters I are those in which the substituents have the following meanings: X is methyleneoxy, methylenethio, oxymethylene, thiomethylene, ethylene, ethenylene or ethynylene and R is methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, C₆ -C₁₄ -aryl (such as phenyl, 1-naphthyl, 2-naphthyl or phenanthryl), five-membered or six-membered heteroaromatic rings which contain one, two, three or four of the hetero atoms N, O or S (such as pyridyl, pyrimidyl, pyrazinyl, pyridazinyl, imidazolyl, 1,2,3- or 1,2,4-triazolyl, 1,2,4,5-tetrazinyl, furyl, pyrazolyl, thienyl, thiazolyl or thiadiazolyl) and may carry one or two fused-on aromatic rings (such as benzofuryl, benzothienyl, benzothiazolyl, quinolyl or quinoxazolyl), where aryl and hetaryl may be substituted and may carry, for example, the following radicals R¹ : fluorine, chlorine, bromine, cyano, nitro, trifluoromethyl, C₁ -C₄ -alkyl, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl or tert-butyl, cyclopropyl, cyclopentyl, cyclohexyl, C₁ -C₄ -alkoxy, such as methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, sec-butoxy or tert-butoxy, phenoxy, 1-naphthyloxy, 2-naphthyloxy, phenyl, 1-naphthyl or 2-naphthyl, where aryloxy and aryl in turn may be substituted by radicals which have the same preferred meanings as R¹.

The thiocarboxylic esters I are obtained, for example, by converting a carboxylic ester of the general formula II in a conventional manner (Organikum, 16th edition, page 415, 622) by hydrolysis into the carboxylic acid III and then reacting the latter, likewise in a conventional manner (Houben-Weyl, Vol. E5, page 855 et seq., 1985), with methanethiol or with an alkali metal methanethiolate to give a thiocarboxylic ester I: ##STR3## X and R have the same meanings as in formula I and T is a radical of an alcohol, preferably C₁ -C₄ -alkyl.

Because of the C═N double bond, the starting compounds II can occur as E/Z isomer mixtures or as pure E- or Z-isomers, so that the corresponding subsequent products, including the thiocarboxylic esters I, are obtained either as E/Z isomer mixtures or as E- or as Z-isomers. The wavy line in the formulae indicates this fact. The invention relates both to the individual isomeric compounds and to mixtures thereof. The carboxylic esters II are obtained by known methods which are described in detail in the patents EP-A1-253 213, EP-A2-254 426 and EP-A2-299 694.

The carboxylic esters II are, as a rule, hydrolyzed at from 60° to 120° C., preferably from 90° to 110° C., by reacting an aqueous alkali metal hydroxide solution, preferably a KOH solution, with the carboxylic ester, advantageously without an additional solvent. The reaction mixture is, as a rule, then acidified with concentrated hydrochloric acid to pH 0.5-1.5, preferably pH 0.8-1.2, at room temperature, the carboxylic acid III being precipitated.

The conversion of the carboxylic acids III to the thiocarboxylic esters I can be carried out, for example, via carbonyl chlorides as an intermediate (cf. Houben-Weyl Vol. 8 (1952), 464 et seq.), but the simpler method via an imidazolide or triazolide is preferred. Carbonyldiimidazole is preferably used, but it is also possible to employ, for example, carbonyldi-1,2,4-triazole (cf. Houben-Weyl, Vol. E5 (1985), 855 et seq.). The reaction is carried out in an inert anhydrous solvent, such as acetonitrile or dimethyl sulfoxide, in particular in dimethylformamide, at from -20° to 10° C., preferably from -15° to 0° C., at a pH of from 6 to 8, preferably from 6.5 to 7.5.

After this reaction, methanethiol or an alkali metal methanethiolate, in particular sodium methanethiolate or potassium methanethiolate, is added to the reaction mixture at from -20° to 40° C., in particular from -15° to 30° C., as a rule without isolation of the activated acid, the imidazolide or triazolide reacting with the thiol or thiolate to give the thiocarboxylic ester I.

The novel thiocarboxylic esters are also obtained by reacting the corresponding carboxylic esters IV, where Y is O, or the thiocarboxylic esters IV, where Y is S, at 100°-200° C. with a sulfurization agent, e.g. P₄ S₁₀ or Lawesson's reagent, preferably with the latter (2,4-bis-(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetan 2,4-disulfide)*, for example in a diluent, e.g. xylene or toluene (cf. S. O. Lawesson, Bull. Soc. Chim. Belg. 87 (1978), 293).

The Examples which follow illustrate the preparation of the thiocarboxylic esters I.

EXAMPLE 1 Preparation of 2-(2-chlorophenoxymethyl)-phenylthioglyoxylic acid methyl ester O-methyloxime

5 g of 2-(2-chlorophenoxymethyl)-phenylglyoxylic acid methyl ester O-methyloxime in 50 ml of 1N aqueous KOH solution were refluxed for 2 hours. The mixture was cooled, after which the pH was brought to 1 with concentrated hydrochloric acid. The precipitate which separated out was filtered off under suction and dried. 4 g of 2-(2-chlorophenoxymethyl)-phenylglyoxylic acid O-methyloxime were obtained as a colorless solid, which was then dissolved in 50 ml of anhydrous dimethylformamide. 2.1 g of carbonyldiimidazole were added at -10° C. and stirring was carried out at this temperature for 2 hours. 0.89 g of sodium methanethiolate was then added and stirring was continued for a further 90 minutes at -10° C. and then for a further 90 minutes at room temperature. 100 ml of methylene chloride and 200 ml of saturated, aqueous sodium chloride solution were added, after which the organic phase was separated off and dried over magnesium sulfate and the solvent was removed under reduced pressure. 3.8 g of crude product were obtained. This was purified by flash chromatography over silica gel using hexane/ethyl acetate, 2.3 g of product being obtained as a yellow solid of melting point 58° to 60° C.

EXAMPLE 2 Preparation of 2-[2-methylphenoxymethyl]-phenylthioglyoxylic acid methyl ester O-methyloxime

16.6 g (41 mmol) of Lawesson's reagent were added to 10.2 g (33 mmol) of 2-[2-methylphenoxymethyl]-phenylglyoxylic acid methyl ester O-methyloxime in 50 ml of xylene. Refluxing was carried out for 24 hours and the solvent was removed under reduced pressure. Chromatography over silica gel using ethyl acetate/hexane gave 6.3 g (59%) of the compound as a black oil.

¹ H-NMR (CDCl₃): δ=2.27 (s, 3H), 4.03 (s, 3H), 4.19 (s, 3H), 4.95 (s, 2H), 6.78-7.61 ppm (m, 8H).

EXAMPLE 3 Preparation of 2-(2-methylphenoxymethyl)-phenyldithioglyoxylic acid methyl ester O-methyloxime

3.6 g (9 mmol) of Lawesson's reagent were added to a solution of 5 g (15 mmol) of 2-[2-methylphenoxymethyl]-phenylthioglyoxylic acid methyl ester O-methyloxime in 20 ml of toluene. Refluxing was carried out for 24 hours and the mixture was evaporated down. The residue was chromatographed over silica gel using ethyl acetate/hexane. 2.8 g (54%) of the compound were obtained as a black oil.

¹ H-NMR (CDCl₃): δ=2.25 (s, 3H), 2.60 (s, 3H), 4.02 (s, 3H), 4.91 (s, 2H), 6.78-7.61 ppm (m, 8H).

The compounds shown in the Tables below can be prepared in a similar manner.

                  TABLE 1                                                          ______________________________________                                          ##STR5##                                                                      No.  R                   mp(°C.)/IR(cm.sup.-1)                          ______________________________________                                          1   methyl                                                                     2   ethyl                                                                      3   n-propyl                                                                   4   iso-propyl                                                                 5   n-butyl                                                                    6   s-butyl                                                                    7   iso-butyl                                                                  8   tert.-butyl                                                                9   pentyl                                                                     10  hexyl                                                                      11  phenyl                                                                     12  2-F-phenyl                                                                 13  3-F-phenyl                                                                 14  4-F-phenyl                                                                 15  2-Cl-phenyl                                                                16  3-Cl-phenyl                                                                17  4-Cl-phenyl                                                                18  2-Br-phenyl                                                                19  3-Br-phenyl                                                                20  4-Br-phenyl                                                                21  2-I-phenyl                                                                 22  3-I-phenyl                                                                 23  4-I-phenyl                                                                 24  2-CN-phenyl                                                                25  3-CN-phenyl                                                                26  4-CN-phenyl                                                                27  2,3-F.sub.2 -phenyl                                                        28  2,4-F.sub.2 -phenyl                                                        29  2,3-Cl.sub.2 -phenyl                                                       30  2,4-Cl.sub.2 -phenyl                                                       31  2,5-Cl.sub.2 -phenyl                                                       32  2,6-Cl.sub.2 -phenyl                                                       33  3,4-Cl.sub.2 -phenyl                                                       34  3,5-Cl.sub.2 -phenyl                                                       35  2,4-Br.sub.2 -phenyl                                                       36  2,5-Br.sub.2 -phenyl                                                       37  2,6-Br.sub.2 -phenyl                                                       38  2,4-I.sub.2 -phenyl                                                        39  2-Cl, 3-F-phenyl                                                           40  2-Cl, 4-F-phenyl                                                           41  2-Cl, 5-F-phenyl                                                           42  2-Cl, 6-F-phenyl                                                           43  2-Cl, 3-Br-phenyl                                                          44  2-Cl, 4-Br-phenyl                                                          45  2-Cl, 5-Br-phenyl                                                          46  2-Cl, 6-Br-phenyl                                                          47  2-Br, 3-Cl-phenyl                                                          48  2-Br, 4-Cl-phenyl                                                          49  2-Br, 3-F-phenyl                                                           50  2-Br, 4-F-phenyl                                                           51  2-Br, 5-F-phenyl                                                           52  2-Br, 6-F-phenyl                                                           53  2-F, 3-Cl-phenyl                                                           54  2-F, 4-Cl-phenyl                                                           55  2-F, 5-Cl-phenyl                                                           56  3-Cl, 4-F-phenyl                                                           57  3-Cl, 5-F-phenyl                                                           58  3-Cl, 4-Br-phenyl                                                          59  3-Cl, 5-Br-phenyl                                                          60  3-F, 4-Cl-phenyl                                                           61  3-F, 4-Br-phenyl                                                           62  3-Br, 4-Cl-phenyl                                                          63  3-Br, 4-F-phenyl                                                           64  2,4,6-F.sub.3 -phenyl                                                      65  2,3,4-Cl.sub.3 -phenyl                                                     66  2,3,5-Cl.sub.3 -phenyl                                                     67  2,3,6-Cl.sub.3 -phenyl                                                     68  2,4,5-Cl.sub.3 -phenyl                                                     69  2,4,6-Cl.sub.3 -phenyl                                                     70  3,4,5-Cl.sub.3 -phenyl                                                     71  2,4,6-Br.sub.3 -phenyl                                                     72  2,6-Cl.sub.2 -4-Br-phenyl                                                  73  2,3,4,6-Cl.sub.4 -phenyl                                                   74  2,3,5,6-Cl.sub.4 -phenyl                                                   75  F.sub.5 -phenyl                                                            76  Cl.sub.5 -phenyl                                                           77  Br.sub.5 -phenyl                                                           78  2-CH.sub.3 -phenyl                                                         79  3-CH.sub.3 -phenyl                                                         80  4-CH.sub.3 -phenyl                                                         81  2-C.sub.2 H.sub.5 -phenyl                                                  82  3-C.sub.2 H.sub.5 -phenyl                                                  83  4-C.sub.2 H.sub.5 -phenyl                                                  84  2-n-C.sub.3 H.sub.7 -phenyl                                                85  3-n-C.sub.3 H.sub. 7 -phenyl                                               86  4-n-C.sub.3 H.sub.7 -phenyl                                                87  2-i-C.sub.3 H.sub.7 -phenyl                                                88  3-i-C.sub.3 H.sub.7 -phenyl                                                89  4-i-C.sub.3 H.sub.7 -phenyl                                                90  2-s-C.sub.4 H.sub.9 -phenyl                                                91  3-s-C.sub.4 H.sub.9 -phenyl                                                92  4-s-C.sub.4 H.sub.9 -phenyl                                                93  2-t-C.sub.4 H.sub.9 -phenyl                                                94  3-t-C.sub.4 H.sub.9 -phenyl                                                95  4-t-C.sub.4 H.sub.9 -phenyl                                                96  2,3-(CH.sub.3).sub.2 -phenyl                                               97  2,4-(CH.sub.3).sub.2 -phenyl                                               98  2,5-(CH.sub.3).sub.2 -phenyl                                               99  2,6-(CH.sub.3).sub.2 -phenyl                                              100  3,4-(CH.sub.3).sub.2 -phenyl                                              101  3,5-(CH.sub.3).sub.2 -phenyl                                              102  2,3,4-(CH.sub.3).sub.3 -phenyl                                            103  2,3,5-(CH.sub.3)hd 3-phenyl                                               104  2,3,6-(CH.sub.3).sub.3 -phenyl                                            105  2,4,5-(CH.sub.3).sub.3 -phenyl                                            106  2,4,6-(CH.sub.3).sub.3 -phenyl                                            107  3,4,5-(CH.sub.3).sub.3 -phenyl                                            108  2,3,4,6-(CH.sub.3).sub.4 -phenyl                                          109  2,3,5,6-(CH.sub.3).sub.4 -phenyl                                          110  (CH.sub.3).sub.5 -phenyl                                                  111  2,4-(C.sub.2 H.sub.5).sub.2 -phenyl                                       112  2,6-(C.sub.2 H.sub.5).sub.2 -phenyl                                       113  3,5-(C.sub.2 H.sub.5).sub.2 -phenyl                                       114  2,4,6-(C.sub.2 H.sub.5).sub.3 -phenyl                                     115  2,4-(i-C.sub. 3 H.sub.7).sub.2 -phenyl                                    116  2,6-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     117  3,5-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     118  2,4,6-(i-C.sub.3 H.sub.7).sub.3 -phenyl                                   119  2,3-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     120  2,4-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     121  2,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     122  2,6-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     123  3,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     124  2,4,6-(t-C.sub.4 H.sub.9).sub.3 -phenyl                                   125  2-t-C.sub.4 H.sub.9, 4-CH.sub.3 -phenyl                                   126  2-t-C.sub.4 H.sub.9, 5-CH.sub.3 -phenyl                                   127  2,6-(t-C.sub.4 H.sub.9).sub.2, 4-CH.sub.3 -phenyl                         128  2-CH.sub.3, 4-t-C.sub.4 H.sub.9 -phenyl                                   129  2-CH.sub.3, 6-t-C.sub.4 H.sub.9 -phenyl                                   130  2-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                   131  2-CH.sub.3, 5-i-C.sub.3 H.sub.7 -phenyl                                   132  3-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                   133  2-i-C.sub.3 H.sub.7, 5-CH.sub.3 -phenyl                                   134  2,4-(t-C.sub.4 H.sub.9).sub.2 -6-i-C.sub.3 H.sub.7 -phenyl                135  2-cyclo-C.sub.6 H.sub.11 -phenyl                                          136  3-cyclo-C.sub.6 H.sub.11 -phenyl                                          137  4-cyclo-C.sub.6 H.sub.11 -phenyl                                          138  2,4-(cyclo-C.sub.6 H.sub.11).sub.2 -6-CH.sub.3 -phenyl                    139  2-CH.sub.3, 4-cyclo-C.sub.6 H.sub.11 -phenyl                              140  2-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        141  3-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        142  4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        143  2-CH.sub.2 C.sub.6 H.sub.5, 4-CH.sub.3 -phenyl                            144  2-CH.sub.3, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                            145  2-C.sub.6 H.sub.5 -phenyl                                                 146  3-C.sub.6 H.sub.5 -phenyl                                                 147  4-C.sub.6 H.sub.5 -phenyl                                                 148  4-(2-i-C.sub.3 H.sub.7C.sub.6 H.sub.4)-phenyl                             149  4-C.sub.6 H.sub.5, 2,6-(CH.sub.3).sub.2 -phenyl                           150  2-Cl, 4-C.sub.6 H.sub.5 -phenyl                                           151  2-Br, 4-C.sub.6 H.sub.5 -phenyl                                           152  2-C.sub.6 H.sub.5, 4-Cl-phenyl                                            153  2-C.sub.6 H.sub.5, 4-Br-phenyl                                            154  2-CH.sub.2 C.sub.6 H.sub.5, 4-Cl-phenyl                                   155  2-CH.sub.2 C.sub.6 H.sub.5, 4-Br-phenyl                                   156  2-Cl, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                  157  2-Br, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                  158  2-cyclo-C.sub.6 H.sub.11, 4-Cl-phenyl                                     159  2-cyclo-C.sub.6 H.sub.11, 4-Br-phenyl                                     160  2-Cl, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                    161  2-Br, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                    162  2-OCH.sub.3 -phenyl                                                       163  3-OCH.sub.3 -phenyl                                                       164  4-OCH.sub.3 -phenyl                                                       165  2,4-(OCH.sub.3 ).sub.2 -phenyl                                            166  2-CF.sub.3 -phenyl                                                        167  3-CF.sub.3 -phenyl                                                        168  4-CF.sub.3 -phenyl                                                        169  2-NO.sub.2 -phenyl                                                        170  3-NO.sub.2 -phenyl                                                        171  4-NO.sub.2 -phenyl                                                        172  2-CN-phenyl                                                               173  3-CN-phenyl                                                               174  4-CN-phenyl                                                               175  2-CH.sub.3, 3-Cl-phenyl                                                   176  2-CH.sub.3, 4-Cl-phenyl                                                   177  2-CH.sub.3, 5-Cl-phenyl                                                   178  2-CH.sub.3, 6-Cl-phenyl                                                   179  2-CH.sub.3, 3-F-phenyl                                                    180  2-CH.sub.3, 4-F-phenyl                                                    181  2-CH.sub.3, 5-F-phenyl                                                    182  2-CH.sub.3, 6-F-phenyl                                                    183  2-CH.sub.3, 3-Br-phenyl                                                   184  2-CH.sub.3, 4-Br-phenyl                                                   185  2-CH.sub.3, 5-Br-phenyl                                                   186  2-CH.sub.3, 6-Br-phenyl                                                   187  2-Cl, 3-CH.sub.3 -phenyl                                                  188  2-Cl, 4-CH.sub.3 -phenyl                                                  189  2-Cl, 5-CH.sub.3 -phenyl                                                  190  2-Cl, 3-i-C.sub.3 H.sub.7                                                 191  2-F, 3-CH.sub.3 -phenyl                                                   192  2-F, 4-CH.sub.3 -phenyl                                                   193  2-F, 5-CH.sub.3 -phenyl                                                   194  2-Br, 3-CH.sub.3 -phenyl                                                  195  2-Br, 4-CH.sub.3 -phenyl                                                  196  3-CH.sub.3, 4-Cl-phenyl                                                   197  3-CH.sub.3, 5-Cl-phenyl                                                   198  2-Br, 5-CH.sub.3 -phenyl                                                  199  3-CH.sub.3, 4-F-phenyl                                                    200  3-CH.sub.3, 5-F-phenyl                                                    201  3-CH.sub.3, 4-Br-phenyl                                                   202  3-CH.sub.3, 5-Br-phenyl                                                   203  3-F, 4-CH.sub.3 -phenyl                                                   204  3-Cl, 4-CH.sub.3 -phenyl                                                  205  3-Br, 4-CH.sub.3 -phenyl                                                  206  2-Cl, 4,5-(CH.sub.3).sub.2 -phenyl                                        207  2-Br, 4,5-(CH.sub.3 ).sub.2 -phenyl                                       208  2-Cl, 3,5-(CH.sub.3).sub.2 -phenyl                                        209  2-Br, 3,5-(CH.sub.3).sub.2 -phenyl                                        210  2,6-Cl.sub.2, 4-CH.sub.3 -phenyl                                          211  2,6-F.sub.2, 4-CH.sub.3 -phenyl                                           212  2,6-Br.sub.2, 4-CH.sub.3 -phenyl                                          213  2,4-Cl.sub.2, 6-CH.sub.3 -phenyl                                          214  2,4-F.sub.2, 6-CH.sub.3 -phenyl                                           215  2,4-Br.sub.2, 6-CH.sub.3 -phenyl                                          216  2,6-(CH.sub.3).sub.2, 4-F-phenyl                                          217  2,6-(CH.sub.3).sub.2, 4-Cl-phenyl                                         218  2,6-(CH.sub.3).sub.2, 4-Br-phenyl                                         219  3,5-(CH.sub.3).sub.2, 4-F-phenyl                                          220  3,5-(CH.sub.3).sub.2, 4-Cl-phenyl                                         221  3,5-(CH.sub.3).sub.2, 4-Br-phenyl                                         222  2,3,6-(CH.sub.3).sub.3, 4-F-phenyl                                        223  2,3,6-(CH.sub.3).sub.3, 4-Cl-phenyl                                       224  2,3,6-(CH.sub.3).sub.3, 4-Br-phenyl                                       225  2,4-(CH.sub.3).sub.2, 6-F-phenyl                                          226  2,4-(CH.sub.3).sub.2, 6-Cl-phenyl                                         227  2,4-(CH.sub.3).sub.2, 6-Br-phenyl                                         228  2-i-C.sub.3 H.sub.7, 4-Cl, 5-CH.sub.3 -phenyl                             229  2-Cl, 4-NO.sub.2 -phenyl                                                  230  2-NO.sub.2, 4-Cl-phenyl                                                   231  2-OCH.sub.3, 5-NO.sub.2 -phenyl                                           232  2,4-Cl.sub.2, 5-NO.sub.2 -phenyl                                          233  2,4-Cl.sub.2, 6-NO.sub.2 -phenyl                                          234  2,6-Cl.sub.2, 4-NO.sub.2 -phenyl                                          235  2,6-Br.sub.2, 4-NO.sub.2 -phenyl                                          236  2,6-I.sub.2 , 4-NO.sub.2 -phenyl                                          237  2-C.sub.6 H.sub.5 O-phenyl                                                238  3-C.sub.6 H.sub.5 O-phenyl                                                239  4-C.sub.6 H.sub.5 O-phenyl                                                240  3-t-C.sub.4 H.sub.9 O-phenyl                                              241  4-t-C.sub.4 H.sub.9 O-phenyl                                              242  1-naphthyl                                                                243  2-naphthyl                                                                244  2-pyridyl                                                                 245  6-methyl-2-pyridyl                                                        246  6-ethyl-2-pyridyl                                                         247  6-n-propyl-2-pyridyl                                                      248  6-iso-propyl-2-pyridyl                                                    249  6-n-butyl-2-pyridyl                                                       250  6-tert.-butyl-2-pyridyl                                                   251  6-n-pentyl-2-pyridyl                                                      252  6-n-hexyl-2-pyridyl                                                       253  6-phenyl-2-pyridyl                                                        254  6-benzyl-2-pyridyl                                                        255  6-trifluoromethyl-2-pyridyl                                               256  6-methoxy-2-pyridyl                                                       257  6-chloro-2-pyridyl                                                        258  3,6-dimethyl-2-pyridyl                                                    259  3,6-diethyl-2-pyridyl                                                     260  4,6-dimethyl-2-pyridyl                                                    261  5,6-dimethyl-2-pyridyl                                                    262  4-phenyl-6-methyl-2-pyridyl                                               263  4,6-diphenyl-2-pyridyl                                                    264  3,4-dichloro-6-methyl-2-pyridyl                                           265  3,4,5-trichloro-6-phenyl-2-pyridyl                                        266  4-trifluoromethyl-6-methyl-2-pyridyl                                      267  3-cyano-6-methyl-2-pyridyl                                                268  3-cyano-6-ethyl-2-pyridyl                                                 269  3-cyano-6-n-propyl-2-pyridyl                                              270  3-cyano-6-iso-propyl-2-pyridyl                                            271  3-cyano-6-cyclo-propyl-2-pyridyl                                          272  3-cyano-6-n-butyl-2-pyridyl                                               273  3-cyano-6-tert.-butyl-2-pyridyl                                           274  3-cyano-6-cyclo-hexyl-2-pyridyl                                           275  3-cyano-6-phenyl-2-pyridyl                                                276  3-cyano-4,6-dimethyl-2-pyridyl                                            277  3,5,6-trichloro-2-pyridyl                                                 278  5-trifluoromethyl-2-pyridyl                                               279  3-chloro-5-trifluoromethyl-2-pyridyl                                      280  2-quinolyl                                                                281  3-methyl-2-quinolyl                                                       282  4-methyl-2-quinolyl                                                       283  4-ethyl-2-quinolyl                                                        284  4-phenyl-2-quinolyl                                                       285  6-methyl-2-quinolyl                                                       286  6-chloro-2-quinolyl                                                       287  8-methyl-2-quinolyl                                                       288  8-chloro-2-quinolyl                                                       289  3,4-dimethyl-2-quinolyl                                                   290  4-methyl-8-methoxy-2-quinolyl                                             291  4-phenyl-8-ethoxy-2-quinolyl                                              292  4-methyl-8-chloro-2-quinolyl                                              293  4-methyl-8-fluoro-2-quinolyl                                              294  4-quinolyl                                                                295  2-methyl-4-quinolyl                                                       296  2-trifluoromethyl-4-quinolyl                                              297  2-iso-propyl-4-quinolyl                                                   298  2-n-pentyl-4-quinolyl                                                     299  2-phenyl-4-quinolyl                                                       300  2,6-dimethyl-4-quinolyl                                                   301  2-methyl-6-chloro-4-quinolyl                                              302  2-methyl-6-fluoro-4-quinolyl                                              303  8-quinolyl                                                                304  2-methyl-8-quinolyl                                                       305  5,7-dichloro-8-quinolyl                                                   306  4,6-dimethyl-2-pyrimidinyl                                                307  4-trifluoromethyl-2-pyrimidinyl                                           308  4,5,6-trimethyl-2-pyrimidinyl                                             309  4-benzyl-6-methyl-2-pyrimidinyl                                           310  4-methyl-6-phenyl-2-pyrimidinyl                                           311  4,6-dimethyl-5-chloro-2-pyrimidinyl                                       312  2,6-dimethyl-4-pyrimidinyl                                                313  2,6-bis-(trifluoromethyl)-4-pyrimidinyl                                   314  2-iso-propyl-6-methyl-4-pyrimidinyl                                       315  2-cyclo-propyl-6-methyl-4-pyrimidinyl                                     316  2-methyl-6-methoxymethyl-4-pyrimidinyl                                    317  2-iso-propyl-6-methoxymethyl-4-pyrimidinyl                                318  2-phenyl-4-pyrimidinyl                                                    319  3,5-dimethyl-4-pyrimidinyl                                                320  2-methyl-6-trifluoromethyl-4-pyrimidinyl                                  321  2-n-propyl-6-trifluoromethyl-4-pyrimidinyl                                322  2-iso-propyl-6-trifluoromethyl-4-pyrimidinyl                              323  2-methyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                         324  2-n-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                       325  2-iso-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                     326  2-tert.-butyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                    ______________________________________                                    

                  TABLE 2                                                          ______________________________________                                          ##STR6##                                                                      No.  R                   mp(°C.)/IR(cm.sup.-1)                          ______________________________________                                          1   methyl                                                                     2   ethyl                                                                      3   n-propyl                                                                   4   iso-propyl                                                                 5   n-butyl                                                                    6   s-butyl                                                                    7   iso-butyl                                                                  8   tert.-butyl                                                                9   pentyl                                                                     10  hexyl                                                                      11  phenyl                                                                     12  2-F-phenyl                                                                 13  3-F-phenyl                                                                 14  4-F-phenyl                                                                 15  2-Cl-phenyl                                                                16  3-Cl-phenyl                                                                17  4-Cl-phenyl                                                                18  2-Br-phenyl                                                                19  3-Br-phenyl                                                                20  4-Br-phenyl                                                                21  2-I-phenyl                                                                 22  3-I-phenyl                                                                 23  4-I-phenyl                                                                 24  2-CN-phenyl                                                                25  3-CN-phenyl                                                                26  4-CN-phenyl                                                                27  2,3-F.sub.2 -phenyl                                                        28  2,4-F.sub.2 -phenyl                                                        29  2,3-Cl.sub.2 -phenyl                                                       30  2,4-Cl.sub.2 -phenyl                                                       31  2,5-Cl.sub.2 -phenyl                                                       32  2,6-Cl.sub.2 -phenyl                                                       33  3,4-Cl.sub.2 -phenyl                                                       34  3,5-Cl.sub.2 -phenyl                                                       35  2,4-Br.sub.2 -phenyl                                                       36  2,5-Br.sub.2 -phenyl                                                       37  2,6-Br.sub.2 -phenyl                                                       38  2,4-I.sub.2 -phenyl                                                        39  2-Cl, 3-F-phenyl                                                           40  2-Cl, 4-F-phenyl                                                           41  2-Cl, 5-F-phenyl                                                           42  2-Cl, 6-F-phenyl                                                           43  2-Cl, 3-Br-phenyl                                                          44  2-Cl, 4-Br-phenyl                                                          45  2-Cl, 5-Br-phenyl                                                          46  2-Cl, 6-Br-phenyl                                                          47  2-Br, 3-Cl-phenyl                                                          48  2-Br, 4-Cl-phenyl                                                          49  2-Br, 3-F-phenyl                                                           50  2-Br, 4-F-phenyl                                                           51  2-Br, 5-F-phenyl                                                           52  2-Br, 6-F-phenyl                                                           53  2-F, 3-Cl-phenyl                                                           54  2-F, 4-Cl-phenyl                                                           55  2-F, 5-Cl-phenyl                                                           56  3-Cl, 4-F-phenyl                                                           57  3-Cl, 5-F-phenyl                                                           58  3-Cl, 4-Br-phenyl                                                          59  3-Cl, 5-Br-phenyl                                                          60  3-F, 4-Cl-phenyl                                                           61  3-F, 4-Br-phenyl                                                           62  3-Br, 4-Cl-phenyl                                                          63  3-Br, 4-F-phenyl                                                           64  2,4,6-F.sub.3 -phenyl                                                      65  2,3,4-Cl.sub.3 -phenyl                                                     66  2,3,5-Cl.sub.3 -phenyl                                                     67  2,3,6-Cl.sub.3 -phenyl                                                     68  2,4,5-Cl.sub.3 -phenyl                                                     69  2,4,6-Cl.sub.3 -phenyl                                                     70  3,4,5-Cl.sub.3 -phenyl                                                     71  2,4,6-Br.sub.3 -phenyl                                                     72  2,6-Cl.sub.2 -4-Br-phenyl                                                  73  2,3,4,6-Cl.sub.4 -phenyl                                                   74  2,3,5,6-Cl.sub.4 -phenyl                                                   75  F.sub.5 -phenyl                                                            76  Cl.sub.5 -phenyl                                                           77  Br.sub.5 -phenyl                                                           78  2-CH.sub.3 -phenyl                                                         79  3-CH.sub.3 -phenyl                                                         80  4-CH.sub.3 -phenyl                                                         81  2-C.sub.2 H.sub.5 -phenyl                                                  82  3-C.sub.2 H.sub.5 -phenyl                                                  83  4-C.sub.2 H.sub.5 -phenyl                                                  84  2-n-C.sub.3 H.sub.7 -phenyl                                                85  3-n-C.sub.3 H.sub. 7 -phenyl                                               86  4-n-C.sub.3 H.sub.7 -phenyl                                                87  2-i-C.sub.3 H.sub.7 -phenyl                                                88  3-i-C.sub.3 H.sub.7 -phenyl                                                89  4-i-C.sub.3 H.sub.7 -phenyl                                                90  2-s-C.sub.4 H.sub.9 -phenyl                                                91  3-s-C.sub.4 H.sub.9 -phenyl                                                92  4-s-C.sub.4 H.sub.9 -phenyl                                                93  2-t-C.sub.4 H.sub.9 -phenyl                                                94  3-t-C.sub.4 H.sub.9 -phenyl                                                95  4-t-C.sub.4 H.sub.9 -phenyl                                                96  2,3-(CH.sub.3).sub.2 -phenyl                                               97  2,4-(CH.sub.3).sub.2 -phenyl                                               98  2,5-(CH.sub.3).sub.2 -phenyl                                               99  2,6-(CH.sub.3).sub.2 -phenyl                                              100  3,4-(CH.sub.3).sub.2 -phenyl                                              101  3,5-(CH.sub.3).sub.2 -phenyl                                              102  2,3,4-(CH.sub.3).sub.3 -phenyl                                            103  2,3,5-(CH.sub.3).sub.3 -phenyl                                            104  2,3,6-(CH.sub.3).sub.3 -phenyl                                            105  2,4,5-(CH.sub.3).sub.3 -phenyl                                            106  2,4,6-(CH.sub.3).sub.3 -phenyl                                            107  3,4,5-(CH.sub.3).sub.3 -phenyl                                            108  2,3,4,6-(CH.sub.3).sub.4 -phenyl                                          109  2,3,5,6-(CH.sub.3).sub.4 -phenyl                                          110  (CH.sub.3).sub.5 -phenyl                                                  111  2,4-(C.sub.2 H.sub.5).sub.2 -phenyl                                       112  2,6-(C.sub.2 H.sub.5).sub.2 -phenyl                                       113  3,5-(C.sub.2 H.sub.5).sub.2 -phenyl                                       114  2,4,6-(C.sub.2 H.sub.5).sub.3 -phenyl                                     115  2,4-(i-C.sub. 3 H.sub.7).sub.2 -phenyl                                    116  2,6-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     117  3,5-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     118  2,4,6-(i-C.sub.3 H.sub.7).sub.3 -phenyl                                   119  2,3-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     120  2,4-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     121  2,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     122  2,6-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     123  3,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     124  2,4,6-(t-C.sub.4 H.sub.9).sub.3 -phenyl                                   125  2-t-C.sub.4 H.sub.9, 4-CH.sub.3 -phenyl                                   126  2-t-C.sub.4 H.sub.9, 5-CH.sub.3 -phenyl                                   127  2,6-(t-C.sub.4 H.sub.9).sub.2, 4-CH.sub.3 -phenyl                         128  2-CH.sub.3, 4-t-C.sub.4 H.sub.9 -phenyl                                   129  2-CH.sub.3, 6-t-C.sub.4 H.sub.9 -phenyl                                   130  2-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                   131  2-CH.sub.3, 5-i-C.sub.3 H.sub.7 -phenyl                                   132  3-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                   133  2-i-C.sub.3 H.sub.7, 5-CH.sub.3 -phenyl                                   134  2,4-(t-C.sub.4 H.sub.9).sub.2 -6-i-C.sub.3 H.sub.7 -phenyl                135  2-cyclo-C.sub.6 H.sub.11 -phenyl                                          136  3-cyclo-C.sub.6 H.sub.11 -phenyl                                          137  4-cyclo-C.sub.6 H.sub.11 -phenyl                                          138  2,4-(cyclo-C.sub.6 H.sub.11).sub.2 -6-CH.sub.3 -phenyl                    139  2-CH.sub.3, 4-cyclo-C.sub.6 H.sub.11 -phenyl                              140  2-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        141  3-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        142  4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        143  2-CH.sub.2 C.sub.6 H.sub.5, 4-CH.sub.3 -phenyl                            144  2-CH.sub.3, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                            145  2-C.sub.6 H.sub.5 -phenyl                                                 146  3-C.sub.6 H.sub.5 -phenyl                                                 147  4-C.sub.6 H.sub.5 -phenyl                                                 148  4-(2-i-C.sub.3 H.sub.7C.sub.6 H.sub.4)-phenyl                             149  4-C.sub.6 H.sub.5, 2,6-(CH.sub.3).sub.2 -phenyl                           150  2-Cl, 4-C.sub.6 H.sub.5 -phenyl                                           151  2-Br, 4-C.sub.6 H.sub.5 -phenyl                                           152  2-C.sub.6 H.sub.5, 4-Cl-phenyl                                            153  2-C.sub.6 H.sub.5, 4-Br-phenyl                                            154  2-CH.sub.2 C.sub.6 H.sub.5, 4-Cl-phenyl                                   155  2-CH.sub.2 C.sub.6 H.sub.5, 4-Br-phenyl                                   156  2-Cl, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                  157  2-Br, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                  158  2-cyclo-C.sub.6 H.sub.11, 4-Cl-phenyl                                     159  2-cyclo-C.sub.6 H.sub.11, 4-Br-phenyl                                     160  2-Cl, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                    161  2-Br, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                    162  3-OCH.sub.3 -phenyl                                                       163  2,4-(OCH.sub.3).sub.2 -phenyl                                             164  2-CF.sub.3 -phenyl                                                        165  3-CF.sub.3 -phenyl                                                        166  4-CF.sub.3 -phenyl                                                        167  2-NO.sub.2 -phenyl                                                        168  3-NO.sub.2 -phenyl                                                        169  4-NO.sub.2 -phenyl                                                        170  2-CN-phenyl                                                               171  3-CN-phenyl                                                               172  4-CN-phenyl                                                               173  2-CH.sub.3, 3-Cl-phenyl                                                   174  2-CH.sub.3, 4-Cl-phenyl                                                   175  2-CH.sub.3, 5-Cl-phenyl                                                   176  2-CH.sub.3, 6-Cl-phenyl                                                   177  2-CH.sub.3, 3-F-phenyl                                                    178  2-CH.sub.3, 4-F-phenyl                                                    179  2-CH.sub.3, 5-F-phenyl                                                    180  2-CH.sub.3, 6-F-phenyl                                                    181  2-CH.sub.3, 3-Br-phenyl                                                   182  2-CH.sub.3, 4-Br-phenyl                                                   183  2-CH.sub.3, 5-Br-phenyl                                                   184  2-CH.sub.3, 6-Br-phenyl                                                   185  2-Cl, 3-CH.sub.3 -phenyl                                                  186  2-Cl, 4-CH.sub.3 -phenyl                                                  187  2-Cl, 5-CH.sub.3 -phenyl                                                  188  2-Cl, 3-i-C.sub.3 H.sub.7                                                 189  2-F, 3-CH.sub.3 -phenyl                                                   190  2-F, 4-CH.sub.3 -phenyl                                                   191  2-F, 5-CH.sub.3 -phenyl                                                   192  2-Br, 3-CH.sub.3 -phenyl                                                  193  2-Br, 4-CH.sub.3 -phenyl                                                  194  3-CH.sub.3, 4-Cl-phenyl                                                   195  3-CH.sub.3, 5-Cl-phenyl                                                   196  2-Br, 5-CH.sub.3 -phenyl                                                  197  3-CH.sub.3, 4-F-phenyl                                                    198  3-CH.sub.3, 5-F-phenyl                                                    199  3-CH.sub.3, 4-Br-phenyl                                                   200  3-CH.sub.3, 5-Br-phenyl                                                   201  3-F, 4-CH.sub.3 -phenyl                                                   202  3-Cl, 4-CH.sub.3 -phenyl                                                  203  3-Br, 4-CH.sub.3 -phenyl                                                  204  2-Cl, 4,5-(CH.sub.3).sub.2 -phenyl                                        205  2-Br, 4,5-(CH.sub.3).sub.2 -phenyl                                        206  2-Cl, 3,5-(CH.sub. 3).sub.2 -phenyl                                       207  2-Br, 3,5-(CH.sub.3).sub.2 -phenyl                                        208  2,6-Cl.sub.2, 4-CH.sub.3 -phenyl                                          209  2,6-F.sub.2, 4-CH.sub.3 -phenyl                                           210  2,6-Br.sub.2, 4-CH.sub.3 -phenyl                                          211  2,4-Cl.sub.2, 6-CH.sub.3 -phenyl                                          212  2,4-F.sub.2, 6-CH.sub.3 -phenyl                                           213  2,4-Br.sub.2, 6-CH.sub.3 -phenyl                                          214  2,6-(CH.sub.3).sub.2, 4-F-phenyl                                          215  2,6-(CH.sub.3).sub.2, 4-Cl-phenyl                                         216  2,6-(CH.sub.3).sub.2, 4-Br-phenyl                                         217  3,5-(CH.sub.3).sub.2, 4-F-phenyl                                          218  3,5-(CH.sub.3).sub.2, 4-Cl-phenyl                                         219  3,5-(CH.sub.3).sub.2, 4-Br-phenyl                                         220  2,3,6-(CH.sub.3).sub.3, 4-F-phenyl                                        221  2,3,6-(CH.sub.3).sub.3, 4-Cl-phenyl                                       222  2,3,6-(CH.sub.3).sub.3, 4-Br-phenyl                                       223  2,4-(CH.sub.3).sub.2, 6-F-phenyl                                          224  2,4-(CH.sub.3).sub.2, 6-Cl-phenyl                                         225  2,4-(CH.sub.3).sub.2, 6-Br-phenyl                                         226  2-i-C.sub.3 H.sub.7, 4-Cl, 5-CH.sub.3 -phenyl                             227  2-Cl, 4-NO.sub.2 -phenyl                                                  228  2-NO.sub.2, 4-Cl-phenyl                                                   229  2-OCH.sub.3, 5-NO.sub.2 -phenyl                                           230  2,4-Cl.sub.2, 5-NO.sub.2 -phenyl                                          231  2,4-Cl.sub.2, 6-NO.sub.2 -phenyl                                          232  2,6-Cl.sub.2, 4-NO.sub.2 -phenyl                                          233  2,6-Br.sub.2, 4-NO.sub.2 -phenyl                                          234  2,6-I.sub.2, 4-NO.sub.2 -phenyl                                           235  2-C.sub.6 H.sub.5 O-phenyl                                                236  3-C.sub.6 H.sub.5 O-phenyl                                                237  4-C.sub.6 H.sub.5 O-phenyl                                                238  3-t-C.sub.4 H.sub.9 O-phenyl                                              239  4-t-C.sub.4 H.sub.9 O-phenyl                                              240  1-naphthyl                                                                241  2-naphthyl                                                                242  2-pyridyl                                                                 243  6-methyl-2-pyridyl                                                        244  6-ethyl-2-pyridyl                                                         245  6-n-propyl-2-pyridyl                                                      246  6-iso-propyl-2-pyridyl                                                    247  6-n-butyl-2-pyridyl                                                       248  6-tert.-butyl-2-pyridyl                                                   249  6-n-pentyl-2-pyridyl                                                      250  6-n-hexyl-2-pyridyl                                                       251  6-phenyl-2-pyridyl                                                        252  6-benzyl-2-pyridyl                                                        253  6-trifluoromethyl-2-pyridyl                                               254  6-methoxy-2-pyridyl                                                       255  6-chloro-2-pyridyl                                                        256  3,6-dimethyl-2-pyridyl                                                    257  3,6-diethyl-2-pyridyl                                                     258  4,6-dimethyl-2-pyridyl                                                    259  5,6-dimethyl-2-pyridyl                                                    260  4-phenyl-6-methyl-2-pyridyl                                               261  4,6-diphenyl-2-pyridyl                                                    262  3,4-dichloro-6-methyl-2-pyridyl                                           263  3,4,5-trichloro-6-phenyl-2-pyridyl                                        264  4-trifluoromethyl-6-methyl-2-pyridyl                                      265  3-cyano-6-methyl-2-pyridyl                                                266  3-cyano-6-ethyl-2-pyridyl                                                 267  3-cyano-6-n-propyl-2-pyridyl                                              268  3-cyano-6-iso-propyl-2-pyridyl                                            269  3-cyano-6-cyclo-propyl-2-pyridyl                                          270  3-cyano-6-n-butyl-2-pyridyl                                               271  3-cyano-6-tert.-butyl-2-pyridyl                                           272  3-cyano-6-cyclo-hexyl-2-pyridyl                                           273  3-cyano-6-phenyl-2-pyridyl                                                274  3-cyano-4,6-dimethyl-2-pyridyl                                            275  3,5,6-trichloro-2-pyridyl                                                 276  5-trifluoromethyl-2-pyridyl                                               277  3-chloro-5-trifluoromethyl-2-pyridyl                                      278  2-quinolyl                                                                279  3-methyl-2-quinolyl                                                       280  4-methyl-2-quinolyl                                                       281  4-ethyl-2-quinolyl                                                        282  4-phenyl-2-quinolyl                                                       283  6-methyl-2-quinolyl                                                       284  6-chloro-2-quinolyl                                                       285  8-methyl-2-quinolyl                                                       286  8-chloro-2-quinolyl                                                       287  3,4-dimethyl-2-quinolyl                                                   288  4-methyl-8-methoxy-2-quinolyl                                             289  4-phenyl-8-ethoxy-2-quinolyl                                              290  4-methyl-8-chloro-2-quinolyl                                              291  4-methyl-8-fluoro-2-quinolyl                                              292  4-quinolyl                                                                293  2-methyl-4-quinolyl                                                       294  2-trifluoromethyl-4-quinolyl                                              295  2-iso-propyl-4-quinolyl                                                   296  2-n-pentyl-4-quinolyl                                                     297  2-phenyl-4-quinolyl                                                       298  2,6-dimethyl-4-quinolyl                                                   299  2-methyl-6-chloro-4-quinolyl                                              300  2-methyl-6-fluoro-4-quinolyl                                              301  8-quinolyl                                                                302  2-methyl-8-quinolyl                                                       303  5,7-dichloro-8-quinolyl                                                   304  4,6-dimethyl-2-pyrimidinyl                                                305  4-trifluoromethyl-2-pyrimidinyl                                           306  4,5,6-trimethyl-2-pyrimidinyl                                             307  4-benzyl-6-methyl-2-pyrimidinyl                                           308  4-methyl-6-phenyl-2-pyrimidinyl                                           309  4,6-dimethyl-5-chloro-2-pyrimidinyl                                       310  2,6-dimethyl-4-pyrimidinyl                                                311  2,6-bis-(trifluoromethyl)-4-pyrimidinyl                                   312  2-iso-propyl-6-methyl-4-pyrimidinyl                                       313  2-cyclo-propyl-6-methyl-4-pyrimidinyl                                     314  2-methyl-6-methoxymethyl-4-pyrimidinyl                                    315  2-iso-propyl-6-methoxymethyl-4-pyrimidinyl                                316  2-phenyl-4-pyrimidinyl                                                    317  3,5-dimethyl-4-pyrimidinyl                                                318  2-methyl-6-trifluoromethyl-4-pyrimidinyl                                  319  2-n-propyl-6-trifluoromethyl-4-pyrimidinyl                                320  2-iso-propyl-6-trifluoromethyl-4-pyrimidinyl                              321  2-methyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                         322  2-n-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                       323  2-iso-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                     324  2-tert.-butyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                    325  6-EtO-benzothiazol-2-yl                                                   326  benzoxazol-2-yl                                                           327  1-Me-imidazol-2-yl                                                        328  4-but-1H-imidazol-2-yl                                                    329  2-thiazolin-2-yl                                                          330  5-CF.sub.3 -benzimidazol-2-yl                                             331  1-Ph-tetrazol-5-yl                                                        332  5-CF.sub.3 -benzothiazol-2-yl                                             333  4,4-Me.sub.2 -5-methylene-2-thiazolin-2-yl                                334  6-Cl-4-Me-benzothiazol-2-yl                                               335  5-Me-benzothiazol-2-yl                                                    336  4-Cl-benzothiazol-2-yl                                                    337  1-(3-NO.sub.2Ph)tetrazol-5-yl                                             338  2-thienyl                                                                 339  5-Me-benzoxazol-2-yl                                                      340  7-Cl-benzothiazol-2-yl                                                    341  5,6-Cl.sub.3 -1H-benzimidazol-2-yl                                        342  5-Cl-benzoxazol-2-yl                                                      343  6-Cl-benzothiazol-2-yl                                                    344  2-Ph-thiazol-2-yl                                                         345  3-CN-4,6-Me.sub.2 -2-pyridyl                                              346  1-Ph-1,2,4-triazol-3-yl                                                   347  1-Pri-benzimidazol-2-yl                                                   348  5-Br-benzothiazol-2-yl                                                    349  5-Br-1H-benzimidazol-2-yl                                                 350  7-Cl-4-MeO-benzothiazol-2-yl                                              351  1H-benzimidazol-2-yl                                                      352  5-Cl-benzothiazol-2-yl                                                    353  5-NO.sub.2 -benzoxazol-2-yl                                               354  5-t-Bu-benzoxazol-2-yl                                                    355  4,6,7-Cl.sub.3 -benzothiozol-2-yl                                         356  5-Ph-thiazol-2-yl                                                         357  5,7-Me.sub.2 -benzoxazol-2-yl                                             358  6-Me-benzoxazol-2-yl                                                      359  1,2,4-triazin-3-yl                                                        360  6-Pr-benzothiazol-2-yl                                                    361  6-PhO-benzothiazol-2-yl                                                   362  4-(4-ClPh)-thiazol-2-yl                                                   363  4-(4-MePh)-thiazol-2-yl                                                   364  5-Me-4-Ph-thiazol-2-yl                                                    365  5-Cl-1-H-benzimidazol-2-yl                                                366  5-Ph-1,2,4-triazol-3-yl                                                   367  3-Ph-1,2,4-thiadiazol-5-yl                                                ______________________________________                                    

                  TABLE 3                                                          ______________________________________                                          ##STR7##                                                                                                    mp (°C.)/                                 No.  R                        IR(cm.sup.-1)                                    ______________________________________                                          1   methyl                                                                     2   ethyl                                                                      3   n-propyl                                                                   4   iso-propyl                                                                 5   n-butyl                                                                    6   s-butyl                                                                    7   iso-butyl                                                                  8   tert.-butyl                                                                9   pentyl                                                                     10  hexyl                                                                      11  phenyl                   1663, 1598,                                                                    1587, 1496,                                                                    1242, 1221,                                                                    1026, 845,                                                                     756, 691                                          12  2-F-phenyl                                                                 13  3-F-phenyl                                                                 14  4-F-phenyl                                                                 15  2-Cl-phenyl              58-60° C.                                  16  3-Cl-phenyl                                                                17  4-Cl-phenyl                                                                18  2-Br-phenyl                                                                19  3-Br-phenyl                                                                20  4-Br-phenyl                                                                21  2-I-phenyl                                                                 22  3-I-phenyl                                                                 23  4-I-phenyl                                                                 24  2-CH.sub.3 -phenyl       1662, 1494,                                                                    1461, 1240,                                                                    1190, 1122,                                                                    1051, 1025,                                                                    845, 753                                                                       (cm.sup.-1)                                       25  2-CN-phenyl                                                                26  3-CN-phenyl                                                                27  4-CN-phenyl                                                                28  2,3-F.sub.2 -phenyl                                                        29  2,4-F.sub.2 -phenyl                                                        30  2,3-Cl.sub.2 -phenyl                                                       31  2,4-Cl.sub.2 -phenyl                                                       32  2,5-Cl.sub.2 -phenyl                                                       33  2,6-Cl.sub.2 -phenyl                                                       34  3,4-Cl.sub.2 -phenyl                                                       35  3,5-Cl.sub.2 -phenyl                                                       36  2,4-Br.sub.2 -phenyl                                                       37  2,5-Br.sub.2 -phenyl                                                       38  2,6-Br.sub.2 -phenyl                                                       39  2,4-I.sub.2 -phenyl                                                        40  2-Cl, 3-F-phenyl                                                           41  2-Cl, 4-F-phenyl                                                           42  2-Cl, 5-F-phenyl                                                           43  2-Cl, 6-F-phenyl                                                           44  2-Cl, 3-Br-phenyl                                                          45  2-Cl, 4-Br-phenyl                                                          46  2-Cl, 5-Br-phenyl                                                          47  2-Cl, 6-Br-phenyl                                                          48  2-Br, 3-Cl-phenyl                                                          49  2-Br, 4-Cl-phenyl                                                          50  2-Br, 3-F-phenyl                                                           51  2-Br, 4-F-phenyl                                                           52  2-Br, 5-F-phenyl                                                           53  2-Br, 6-F-phenyl                                                           54  2-F, 3-Cl-phenyl                                                           55  2-F, 4-Cl-phenyl                                                           56  2-F, 5-Cl-phenyl                                                           57  3-Cl, 4-F-phenyl                                                           58  3-Cl, 5-F-phenyl                                                           59  3-Cl, 4-Br-phenyl                                                          60  3-Cl, 5-Br-phenyl                                                          61  3-F, 4-Cl-phenyl                                                           62  3-F, 4-Br-phenyl                                                           63  3-Br, 4-Cl-phenyl                                                          64  3-Br, 4-F-phenyl                                                           65  2,4,6-F.sub.3 -phenyl                                                      66  2,3,4-Cl.sub.3 -phenyl                                                     67  2,3,5-Cl.sub.3 -phenyl                                                     68  2,3,6-Cl.sub.3 -phenyl                                                     69  2,4,5-Cl.sub.3 -phenyl                                                     70  2,4,6-Cl.sub.3 -phenyl                                                     71  3,4,5-Cl.sub.3 -phenyl                                                     72  2,4,6-Br.sub.3 -phenyl                                                     73  2,6-Cl.sub.2 -4-Br-phenyl                                                  74  2,3,4,6-Cl.sub.4 -phenyl                                                   75  2,3,5,6-Cl.sub.4 -phenyl                                                   76  F.sub.5 -phenyl                                                            77  Cl.sub.5 -phenyl                                                           78  Br.sub.5 -phenyl                                                           79  2-CH.sub.3 -phenyl                                                         80  3-CH.sub.3 -phenyl                                                         81  4-CH.sub.3 -phenyl                                                         82  2-C.sub.2 H.sub.5 -phenyl                                                  83  3-C.sub.2 H.sub.5 -phenyl                                                  84  4-C.sub.2 H.sub.5 -phenyl                                                  85  2-n-C.sub.3 H.sub.7 -phenyl                                                86  3-n-C.sub.3 H.sub.7 -phenyl                                                87  4-n-C.sub.3 H.sub.7 -phenyl                                                88  2-i-C.sub.3 H.sub.7 -phenyl                                                89  3-i-C.sub.3 H.sub.7 -phenyl                                                90  4-i-C.sub.3 H.sub.7 -phenyl                                                91  2-s-C.sub.4 H.sub.9 -phenyl                                                92  3-s-C.sub.4 H.sub.9 -phenyl                                                93  4-s-C.sub.4 H.sub.9 -phenyl                                                94  2-t-C.sub.4 H.sub.9 -phenyl                                                95  3-t-C.sub.4 H.sub.9 -phenyl                                                96  4-t-C.sub.4 H.sub.9 -phenyl                                                97  2,3-(CH.sub.3).sub.2 -phenyl                                               98  2,4-(CH.sub.3).sub.2 -phenyl                                               99  2,5-(CH.sub.3).sub.2 -phenyl                                              100  2,6-(CH.sub.3).sub.2 -phenyl                                              101  3,4-(CH.sub.3).sub.2 -phenyl                                              102  3,5-(CH.sub.3).sub.2 -phenyl                                              103  2,3,4-(CH.sub.3).sub.3 -phenyl                                            104  2,3,5-(CH.sub.3).sub.3 -phenyl                                            105  2,3,6-(CH.sub.3).sub.3 -phenyl                                            106  2,4,5-(CH.sub.3).sub.3 -phenyl                                            107  2,4,6-(CH.sub.3).sub.3 -phenyl                                            108  3,4,5-(CH.sub.3).sub.3 -phenyl                                            109  2,3,4,6-(CH.sub.3).sub.4 -phenyl                                          110  2,3,5,6-(CH.sub.3).sub.4 -phenyl                                          111  (CH.sub.3).sub.5 -phenyl                                                  112  2,4-(C.sub.2 H.sub.5).sub.2 -phenyl                                       113  2,6-(C.sub.2 H.sub.5).sub.2 -phenyl                                       114  3,5-(C.sub.2 H.sub.5).sub.2 -phenyl                                       115  2,4,6-(C.sub.2 H.sub.5).sub.3 -phenyl                                     116  2,4-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     117  2,6-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     118  3,5-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     119  2,4,6-(i-C.sub.3 H.sub.7).sub.3 -phenyl                                   120  2,3-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     121  2,4-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     122  2,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     123  2,6-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     124  3,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     125  2,4,6-(t-C.sub.4 H.sub.9).sub.3 -phenyl                                   126  2-t-C.sub.4 H.sub.9, 4-CH.sub.3 -phenyl                                   127  2-t-C.sub.4 H.sub.9, 5-CH.sub.3 -phenyl                                   128  2,6-(t-C.sub.4 H.sub.9).sub.2, 4-CH.sub.3 -phenyl                         129  2-CH.sub.3, 4-t-C.sub.4 H.sub.9 -phenyl                                   130  2-CH.sub.3, 6-t-C.sub.4 H.sub.9 -phenyl                                   131  1-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                   132  2-CH.sub.3, 5-i-C.sub.3 H.sub.7 -phenyl                                   133  3-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                   134  2-i-C.sub.3 H.sub.7, 5-CH.sub.3 -phenyl                                   135  2,4-(t-C.sub.4 H.sub.9).sub.2 -6-i-C.sub.3 H.sub.7 -phenyl                136  2-cyclo-C.sub.6 H.sub.11 -phenyl                                          137  3-cyclo-C.sub.6 H.sub.11 -phenyl                                          138  4-cyclo-C.sub.6 H.sub.11 -phenyl                                          139  2,4-(cyclo-C.sub.6 H.sub.11).sub.2 -6-CH.sub.3 -phenyl                    140  2-CH.sub.3, 4-cyclo-C.sub.6 H.sub.11 -phenyl                              141  2-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        142  3-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        143  4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        144  2-CH.sub.2 C.sub.6 H.sub.5, 4-CH.sub.3 -phenyl                            145  2-CH.sub.3, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                            146  2-C.sub.6 H.sub.5 -phenyl                                                 147  3-C.sub.6 H.sub.5 -phenyl                                                 148  4-C.sub.6 H.sub.5 -phenyl                                                 149  4-(2-i-C.sub.3 H.sub.7C.sub.6 H.sub.4)-phenyl                             150  4-C.sub.6 H.sub.5, 2,6-(CH.sub.3).sub.2 -phenyl                           151  2-Cl, 4-C.sub.6 H.sub.5 -phenyl                                           152  2-Br, 4-C.sub.6 H.sub.5 -phenyl                                           153  2-C.sub.6 H.sub.5, 4-Cl-phenyl                                            154  2-C.sub.6 H.sub.5, 4-Br-phenyl                                            155  2-CH.sub.2 C.sub.6 H.sub.5, 4-Cl-phenyl                                   156  2-CH.sub.2 C.sub.6 H.sub.5, 4-Br-phenyl                                   157  2-Cl, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                  158  2-Br, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                  159  2-cyclo-C.sub.6 H.sub.11, 4-Cl-phenyl                                     160  2-cyclo-C.sub.6 H.sub.11, 4-Br-phenyl                                     161  2-Cl, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                    162  2-Br, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                    163  3-OCH.sub.3 -phenyl                                                       164  2,4-(OCH.sub.3).sub.2 -phenyl                                             165  2-CF.sub.3 -phenyl                                                        166  3-CF.sub.3 -phenyl                                                        167  4-CF.sub.3 -phenyl                                                        168  2-NO.sub.2 -phenyl                                                        169  3-NO.sub.2 -phenyl                                                        170  4-NO.sub.2 -phenyl                                                        171  2-CN-phenyl                                                               172  3-CN-phenyl                                                               173  4-CN-phenyl                                                               174  2-CH.sub.3, 3-Cl-phenyl                                                   175  2-CH.sub.3, 4-Cl-phenyl                                                   176  2-CH.sub.3, 5-Cl-phenyl                                                   177  2-CH.sub.3, 6-Cl-phenyl                                                   178  2-CH.sub.3, 3-F-phenyl                                                    179  2-CH.sub.3, 4-F-phenyl                                                    180  2-CH.sub.3, 5-F-phenyl                                                    181  2-CH.sub.3, 6-F-phenyl                                                    182  2-CH.sub.3, 3-Br-phenyl                                                   183  2-CH.sub.3, 4-Br-phenyl                                                   184  2-CH.sub.3, 5-Br-phenyl                                                   185  2-CH.sub.3, 6-Br-phenyl                                                   186  2-Cl, 3-CH.sub.3 -phenyl                                                  187  2-Cl, 4-CH.sub.3 -phenyl                                                  188  2-Cl, 5-CH.sub.3 -phenyl                                                  189  2-Cl, 3-i-C.sub.3 H.sub.7                                                 190  2-F, 3-CH.sub.3 -phenyl                                                   191  2-F, 4-CH.sub.3 -phenyl                                                   192  2-F, 5-CH.sub.3 -phenyl                                                   193  2-Br, 3-CH.sub.3 -phenyl                                                  194  2-Br, 4-CH.sub.3 -phenyl                                                  195  3-CH.sub.3, 4-Cl-phenyl                                                   196  3-CH.sub.3, 5-Cl-phenyl                                                   197  2-Br, 5-CH.sub.3 -phenyl                                                  198  3-CH.sub.3, 4-F-phenyl                                                    199  3-CH.sub.3, 5-F-phenyl                                                    200  3-CH.sub.3, 4-Br-phenyl                                                   201  3-CH.sub.3, 5-Br-phenyl                                                   202  3-F, 4-CH.sub.3 -phenyl                                                   203  3-Cl, 4-CH.sub.3 -phenyl                                                  204  3-Br, 4-CH.sub.3 -phenyl                                                  205  2-Cl, 4,5-(CH.sub.3).sub.2 -phenyl                                        206  2-Br, 4,5-(CH.sub.3).sub.2 -phenyl                                        207  2-Cl, 3,5-(CH.sub.3).sub.2 -phenyl                                        208  2-Br, 3,5-(CH.sub.3).sub.2 -phenyl                                        209  2,6-Cl.sub.2, 4-CH.sub.3 -phenyl                                          210  2,6-F.sub.2, 4-CH.sub.3 -phenyl                                           211  2,6-Br.sub.2, 4-CH.sub.3 -phenyl                                          212  2,4-Cl.sub.2, 6-CH.sub.3 -phenyl                                          213  2,4-F.sub.2, 6-CH.sub.3 -phenyl                                           214  2,4-Br.sub.2, 6-CH.sub.3 -phenyl                                          215  2,6-(CH.sub.3).sub.2, 4-F-phenyl                                          216  2,6-(CH.sub.3).sub.2, 4-Cl-phenyl                                         217  2,6-(CH.sub.3).sub.2, 4-Br-phenyl                                         218  3,5-(CH.sub.3).sub.2, 4-F-phenyl                                          219  3,5-(CH.sub.3).sub.2, 4-Cl-phenyl                                         220  3,5-(CH.sub.3).sub.2, 4-Br-phenyl                                         221  2,3,6-(CH.sub.3).sub.3, 4-F-phenyl                                        222  2,3,6-(CH.sub.3).sub.3, 4-Cl-phenyl                                       223  2,3,6-(CH.sub.3).sub.3, 4-Br-phenyl                                       224  2,4-(CH.sub.3).sub.2, 6-F-phenyl                                          225  2,4-(CH.sub.3).sub.2, 6-Cl-phenyl                                         226  2,4-(CH.sub.3).sub.2, 6-Br-phenyl                                         227  2-i-C.sub.3 H.sub.7 , 4-Cl, 5-CH.sub.3 -phenyl                            228  2-Cl, 4-NO.sub.2 -phenyl                                                  229  2-NO.sub.2, 4-Cl-phenyl                                                   230  2-OCH.sub.3, 5-NO.sub.2 -phenyl                                           231  2,4-Cl.sub.2, 5-NO.sub.2 -phenyl                                          232  2,4-Cl.sub.2, 6-NO.sub.2 -phenyl                                          233  2,6-Cl.sub.2, 4-NO.sub.2 -phenyl                                          234  2,6-Br.sub.2, 4-NO.sub.2 -phenyl                                          235  2,6-I.sub.2, 4-NO.sub.2 -phenyl                                           236  2-C.sub.6 H.sub.5 O-phenyl                                                237  3-C.sub.6 H.sub.5 O-phenyl                                                238  4-C.sub.6 H.sub.5 O-phenyl                                                239  3-t-C.sub.4 H.sub.9 O-phenyl                                              240  4-t-C.sub.4 H.sub.9 O-phenyl                                              241  1-naphthyl                                                                242  2-naphthyl                                                                243  2-pyridyl                                                                 244  6-methyl-2-pyridyl                                                        245  6-ethyl-2-pyridyl                                                         246  6-n-propyl-2-pyridyl                                                      247  6-iso-propyl-2-pyridyl                                                    248  6-n-butyl-2-pyridyl                                                       249  6-tert.-butyl-2-pyridyl                                                   250  6-n-pentyl-2-pyridyl                                                      251  6-n-hexyl-2-pyridyl                                                       252  6-phenyl-2-pyridyl                                                        253  6-benzyl-2-pyridyl                                                        254  6-trifluoromethyl-2-pyridyl                                               255  6-methoxy-2-pyridyl                                                       256  6-chloro-2-pyridyl                                                        257  3,6-dimethyl-2-pyridyl                                                    258  3,6-diethyl-2-pyridyl                                                     259  4,6-dimethyl-2-pyridyl                                                    260  5,6-dimethyl-2-pyridyl                                                    261  4-phenyl-6-methyl-2-pyridyl                                               262  4,6-diphenyl-2-pyridyl                                                    263  3,4-dichloro-6-methyl-2-pyridyl                                           264  3,4,5-trichloro-6-phenyl-2-pyridyl                                        265  4-trifluoromethyl-6-methyl-2-pyridyl                                      266  3-cyano-6-methyl-2-pyridyl                                                267  3-cyano-6-ethyl-2-pyridyl                                                 268  3-cyano-6-n-propyl-2-pyridyl                                              269  3-cyano-6-iso-propyl-2-pyridyl                                            270  3-cyano-6-cyclo-propyl-2-pyridyl                                          271  3-cyano-6-n-butyl-2-pyridyl                                               272  3-cyano-6-tert.-butyl-2-pyridyl                                           273  3-cyano-6-cyclo-hexyl-2-pyridyl                                           274  3-cyano-6-phenyl-2-pyridyl                                                275  3-cyano-4,6-dimethyl-2-pyridyl                                            276  3,5,6-trichloro-2-pyridyl                                                 277  5-trifluoromethyl-2-pyridyl                                               278  3-chloro-5-trifluoromethyl-2-pyridyl                                      279  2-quinolyl                                                                280  3-methyl-2-quinolyl                                                       281  4-methyl-2-quinolyl                                                       282  4-ethyl-2-quinolyl                                                        283  4-phenyl-2-quinolyl                                                       284  6-methyl-2-quinolyl                                                       285  6-chloro-2-quinolyl                                                       286  8-methyl-2-quinolyl                                                       287  8-chloro-2-quinolyl                                                       288  3,4-dimethyl-2-quinolyl                                                   289  4-methyl-8-methoxy-2-quinolyl                                             290  4-phenyl-8-ethoxy-2-quinolyl                                              291  4-methyl-8-chloro-2-quinolyl                                              292  4-methyl-8-fluoro-2-quinolyl                                              293  4-quinolyl                                                                294  2-methyl-4-quinolyl                                                       295  2-trifluoromethyl-4-quinolyl                                              296  2-iso-propyl-4-quinolyl                                                   297  2-n-pentyl-4-quinolyl                                                     298  2-phenyl-4-quinolyl                                                       299  2,6-dimethyl-4-quinolyl                                                   300  2-methyl-6-chloro-4-quinolyl                                              301  2-methyl-6-fluoro-4-quinolyl                                              302  8-quinolyl                                                                303  2-methyl-8-quinolyl                                                       304  5,7-dichloro-8-quinolyl                                                   305  4,6-dimethyl-2-pyrimidinyl                                                306  4-trifluoromethyl-2-pyrimidinyl                                           307  4,5,6-trimethyl-2-pyrimidinyl                                             308  4-benzyl-6-methyl-2-pyrimidinyl                                           309  4-methyl-6-phenyl-2-pyrimidinyl                                           310  4,6-dimethyl-5-chloro-2-pyrimidinyl                                       311  2,6-dimethyl-4-pyrimidinyl                                                312  2,6-bis-(trifluoromethyl)-4-pyrimidinyl                                   313  2-iso-propyl-6-methyl-4-pyrimidinyl                                       314  2-cyclo-propyl-6-methyl-4-pyrimidinyl                                     315  2-methyl-6-methoxymethyl-4-pyrimidinyl                                    316  2-iso-propyl-6-methoxymethyl-4-pyrimidinyl                                317  2-phenyl-4-pyrimidinyl                                                    318  3,5-dimethyl-4-pyrimidinyl                                                319  2-methyl-6-trifluoromethyl-4-pyrimidinyl                                  320  2-n-propyl-6-trifluoromethyl-4-pyrimidinyl                                321  2-iso-propyl-6-trifluoromethyl-4-pyrimidinyl                              322  2-methyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                         323  2-n-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                       324  2-iso-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                     325  2-tert.-butyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                    ______________________________________                                    

                  TABLE 4                                                          ______________________________________                                          ##STR8##                                                                                                    mp (°C.)/                                 No.  R                        IR(cm.sup.-1)                                    ______________________________________                                          1   methyl                                                                     2   ethyl                                                                      3   n-propyl                                                                   4   iso-propyl                                                                 5   n-butyl                                                                    6   s-butyl                                                                    7   iso-butyl                                                                  8   tert.-butyl                                                                9   pentyl                                                                     10  hexyl                                                                      11  phenyl                                                                     12  2-F-phenyl                                                                 13  3-F-phenyl                                                                 14  4-F-phenyl                                                                 15  2-Cl-phenyl              1661, 1451,                                                                    1443, 1139,                                                                    1115, 1043,                                                                    1035, 1024,                                                                    846, 749                                          16  3-Cl-phenyl                                                                17  4-Cl-phenyl                                                                18  2-Br-phenyl                                                                19  3-Br-phenyl                                                                20  4-Br-phenyl                                                                21  2-I-phenyl                                                                 22  3-I-phenyl                                                                 23  4-I-phenyl                                                                 24  2-CN-phenyl                                                                25  3-CN-phenyl                                                                26  4-CN-phenyl                                                                27  2,3-F.sub.2 -phenyl                                                        28  2,4-F.sub.2 -phenyl                                                        29  2,3-Cl.sub.2 -phenyl                                                       30  2,4-Cl.sub.2 -phenyl                                                       31  2,5-Cl.sub.2 -phenyl                                                       32  2,6-Cl.sub.2 -phenyl                                                       33  3,4-Cl.sub.2 -phenyl                                                       34  3,5-Cl.sub.2 -phenyl                                                       35  2,4-Br.sub.2 -phenyl                                                       36  2,5-Br.sub.2 -phenyl                                                       37  2,6-Br.sub.2 -phenyl                                                       38  2,4-I.sub.2 -phenyl                                                        39  2-Cl, 3-F-phenyl                                                           40  2-Cl, 4-F-phenyl                                                           41  2-Cl, 5-F-phenyl                                                           42  2-Cl, 6-F-phenyl                                                           43  2-Cl, 3-Br-phenyl                                                          44  2-Cl, 4-Br-phenyl                                                          45  2-Cl, 5-Br-phenyl                                                          46  2-Cl, 6-Br-phenyl                                                          47  2-Br, 3-Cl-phenyl                                                          48  2-Br, 4-Cl-phenyl                                                          49  2-Br, 3-F-phenyl                                                           50  2-Br, 4-F-phenyl                                                           51  2-Br, 5-F-phenyl                                                           52  2-Br, 6-F-phenyl                                                           53  2-F, 3-Cl-phenyl                                                           54  2-F, 4-Cl-phenyl                                                           55  2-F, 5-Cl-phenyl                                                           56  3-Cl, 4-F-phenyl                                                           57  3-Cl, 5-F-phenyl                                                           58  3-Cl, 4-Br-phenyl                                                          59  3-Cl, 5-Br-phenyl                                                          60  3-F, 4-Cl-phenyl                                                           61  3-F, 4-Br-phenyl                                                           62  3-Br, 4-Cl-phenyl                                                          63  3-Br, 4-F-phenyl                                                           64  2,4,6-F.sub.3 -phenyl                                                      65  2,3,4-Cl.sub.3 -phenyl                                                     66  2,3,5-Cl.sub.3 -phenyl                                                     67  2,3,6-Cl.sub.3 -phenyl                                                     68  2,4,5-Cl.sub.3 -phenyl                                                     69  2,4,6-Cl.sub.3 -phenyl                                                     70  3,4,5-Cl.sub.3 -phenyl                                                     71  2,4,6-Br.sub.3 -phenyl                                                     72  2,6-Cl.sub.2 -4-Br-phenyl                                                  73  2,3,4,6-Cl.sub.4 -phenyl                                                   74  2,3,5,6-Cl.sub.4 -phenyl                                                   75  F.sub.5 -phenyl                                                            76  Cl.sub.5 -phenyl                                                           77  Br.sub.5 -phenyl                                                           78  2-CH.sub.3 -phenyl                                                         79  3-CH.sub.3 -phenyl                                                         80  4-CH.sub.3 -phenyl                                                         81  2-C.sub.2 H.sub.5 -phenyl                                                  82  3-C.sub.2 H.sub.5 -phenyl                                                  83  4-C.sub.2 H.sub.5 -phenyl                                                  84  2-n-C.sub.3 H.sub.7 -phenyl                                                85  3-n-C.sub.3 H.sub.7 -phenyl                                                86  4-n-C.sub.3 H.sub.7 -phenyl                                                87  2-i-C.sub.3 H.sub.7 -phenyl                                                88  3-i-C.sub.3 H.sub.7 -phenyl                                                89  4-i-C.sub.3 H.sub.7 -phenyl                                                90  2-s-C.sub.4 H.sub.9 -phenyl                                                91  3-s-C.sub.4 H.sub.9 -phenyl                                                92  4-s-C.sub.4 H.sub.9 -phenyl                                                93  2-t-C.sub.4 H.sub.9 -phenyl                                                94  3-t-C.sub.4 H.sub.9 -phenyl                                                95  4-t-C.sub.4 H.sub.9 -phenyl                                                96  2,3-(CH.sub.3).sub.2 -phenyl                                               97  2,4-(CH.sub.3).sub.2 -phenyl                                               98  2,5-(CH.sub.3).sub.2 -phenyl                                               99  2,6-(CH.sub.3).sub.2 -phenyl                                              100  3,4-(CH.sub.3).sub.2 -phenyl                                              101  3,5-(CH.sub.3).sub.2 -phenyl                                              102  2,3,4-(CH.sub.3).sub.3 -phenyl                                            103  2,3,5-(CH.sub.3).sub.3 -phenyl                                            104  2,3,6-(CH.sub.3).sub.3 -phenyl                                            105  2,4,5-(CH.sub.3).sub.3 -phenyl                                            106  2,4,6-(CH.sub.3).sub.3 -phenyl                                            107  3,4,5-(CH.sub.3).sub.3 -phenyl                                            108  2,3,4,6-(CH.sub.3).sub.4 -phenyl                                          109  2,3,5,6-(CH.sub.3).sub.4 -phenyl                                          110  (CH.sub.3).sub.5 -phenyl                                                  111  2,4-(C.sub.2 H.sub.5).sub.2 -phenyl                                       112  2,6-(C.sub. 2 H.sub.5).sub.2 -phenyl                                      113  3,5-(C.sub.2 H.sub.5).sub.2 -phenyl                                       114  2,4,6-(C.sub.2 H.sub.5).sub.3 -phenyl                                     115  2,4-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     116  2,6-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     117  3,5-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     118  2,4,6-(i-C.sub.3 H.sub.7).sub.3 -phenyl                                   119  2,3-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     120  2,4-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     121  2,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     122  2,6-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     123  3,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     124  2,4,6-(t-C.sub.4 H.sub.9).sub.3 -phenyl                                   125  2-t-C.sub.4 H.sub.9, 4-CH.sub.3 -phenyl                                   126  2-t-C.sub.4 H.sub.9, 5-CH.sub.3 -phenyl                                   127  2,6-(t-C.sub.4 H.sub.9).sub.2, 4-CH.sub.3 -phenyl                         128  2-CH.sub.3, 4-t-C.sub.4 H.sub.9 -phenyl                                   129  2-CH.sub.3, 6-t-C.sub.4 H.sub.9 -phenyl                                   130  2-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                   131  2-CH.sub.3, 5-i-C.sub.3 H.sub.7 -phenyl                                   132  3-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                   133  2-i-C.sub.3 H.sub.7, 5-CH.sub.3 -phenyl                                   134  2,4-(t-C.sub.4 H.sub.9).sub.2 -6-i-C.sub.3 H.sub.7 -phenyl                135  2-cyclo-C.sub.6 H.sub.11 -phenyl                                          136  3-cyclo-C.sub.6 H.sub.11 -phenyl                                          137  4-cyclo-C.sub.6 H.sub.11 -phenyl                                          138  2,4-(cyclo-C.sub.6 H.sub.11).sub.2 -6-CH.sub.3 -phenyl                    139  2-CH.sub.3, 4-cyclo-C.sub.6 H.sub.11 -phenyl                              140  2-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        141  3-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        142  4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        143  2-CH.sub.2 C.sub.6 H.sub.5, 4-CH.sub.3 -phenyl                            144  2-CH.sub.3, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                            145  2-C.sub.6 H.sub.5 -phenyl                                                 146  3-C.sub.6 H.sub.5 -phenyl                                                 147  4-C.sub.6 H.sub.5 -phenyl                                                 148  4-(2-i-C.sub.3 H.sub.7C.sub.6 H.sub.4)-phenyl                             149  4-C.sub.6 H.sub.5, 2,6-(CH.sub.3).sub.2 -phenyl                           150  2-Cl, 4-C.sub.6 H.sub.5 -phenyl                                           151  2-Br, 4-C.sub.6 H.sub.5 -phenyl                                           152  2-C.sub.6 H.sub.5, 4-Cl-phenyl                                            153  2-C.sub.6 H.sub.5, 4-Br-phenyl                                            154  2-CH.sub.2 C.sub.6 H.sub.5, 4-Cl-phenyl                                   155  2-CH.sub.2 C.sub.6 H.sub.5, 4-Br-phenyl                                   156  2-Cl, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                  157  2-Br, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                  158  2-cyclo-C.sub.6 H.sub.11, 4-Cl-phenyl                                     159  2-cyclo-C.sub.6 H.sub.11, 4-Br-phenyl                                     160  2-Cl, 4-cyclo-C.sub. 6 H.sub.11 -phenyl                                   161  2-Br, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                    162  3-OCH.sub.3 -phenyl                                                       163  2,4-(OCH.sub.3).sub.2 -phenyl                                             164  2-CF.sub.3 -phenyl                                                        165  3-CF.sub.3 -phenyl                                                        166  4-CF.sub.3 -phenyl                                                        167  2-NO.sub.2 -phenyl                                                        168  3-NO.sub.2 -phenyl                                                        169  4-NO.sub.2 -phenyl                                                        170  2-CN-phenyl                                                               171  3-CN-phenyl                                                               172  4-CN-phenyl                                                               173  2-CH.sub.3, 3-Cl-phenyl                                                   174  2-CH.sub.3, 4-Cl-phenyl                                                   175  2-CH.sub.3, 5-Cl-phenyl                                                   176  2-CH.sub.3, 6-Cl-phenyl                                                   177  2-CH.sub.3, 3-F-phenyl                                                    178  2-CH.sub.3, 4-F-phenyl                                                    179  2-CH.sub.3, 5-F-phenyl                                                    180  2-CH.sub.3, 6-F-phenyl                                                    181  2-CH.sub.3, 3-Br-phenyl                                                   182  2-CH.sub.3, 4-Br-phenyl                                                   183  2-CH.sub.3, 5-Br-phenyl                                                   184  2-CH.sub.3, 6-Br-phenyl                                                   185  2-Cl, 3-CH.sub.3 -phenyl                                                  186  2-Cl, 4-CH.sub.3 -phenyl                                                  187  2-Cl, 5-CH.sub.3 -phenyl                                                  188  2-Cl, 3-i-C.sub.3 H.sub.7                                                 189  2-F, 3-CH.sub.3 -phenyl                                                   190  2-F, 4-CH.sub.3 -phenyl                                                   191  2-F, 5-CH.sub.3 -phenyl                                                   192  2-Br, 3-CH.sub.3 -phenyl                                                  193  2-Br, 4-CH.sub.3 -phenyl                                                  194  3-CH.sub.3, 4-Cl-phenyl                                                   195  3-CH.sub.3, 5-Cl-phenyl                                                   196  2-Br, 5-CH.sub.3 -phenyl                                                  197  3-CH.sub.3, 4-F-phenyl                                                    198  3-CH.sub.3, 5-F-phenyl                                                    199  3-CH.sub.3, 4-Br-phenyl                                                   200  3-CH.sub.3, 5-Br-phenyl                                                   201  3-F, 4-CH.sub.3 -phenyl                                                   202  3-Cl, 4-CH.sub. 3 -phenyl                                                 203  3-Br, 4-CH.sub.3 -phenyl                                                  204  2-Cl, 4,5-(CH.sub.3).sub.2 -phenyl                                        205  2-Br, 4,5-(CH.sub.3).sub.2 -phenyl                                        206  2-Cl, 3,5-(CH.sub.3).sub.2 -phenyl                                        207  2-Br, 3,5-(CH.sub.3).sub.2 -phenyl                                        208  2,6-Cl.sub.2, 4-CH.sub.3 -phenyl                                          209  2,6-F.sub.2, 4-CH.sub.3 -phenyl                                           210  2,6-Br.sub.2, 4-CH.sub.3 -phenyl                                          211  2,4-Cl.sub.2, 6-CH.sub.3 -phenyl                                          212  2,4-F.sub.2, 6-CH.sub.3 -phenyl                                           213  2,4-Br.sub.2, 6-CH.sub.3 -phenyl                                          214  2,6-(CH.sub.3).sub.2, 4-F-phenyl                                          215  2,6-(CH.sub.3).sub.2, 4-Cl-phenyl                                         216  2,6-(CH.sub.3).sub.2, 4-Br-phenyl                                         217  3,5-(CH.sub.3).sub.2, 4-F-phenyl                                          218  3,5-(CH.sub.3).sub.2, 4-Cl-phenyl                                         219  3,5-(CH.sub.3).sub.2, 4-Br-phenyl                                         220  2,3,6-(CH.sub.3).sub.3, 4-F-phenyl                                        221  2,3,6-(CH.sub.3).sub.3, 4-Cl-phenyl                                       222  2,3,6-(CH.sub.3).sub.3, 4-Br-phenyl                                       223  2,4-(CH.sub.3).sub.2, 6-F-phenyl                                          224  2,4-(CH.sub.3).sub.2, 6-Cl-phenyl                                         225  2,4-(CH.sub.3).sub.2, 6-Br-phenyl                                         226  2-i-C.sub.3 H.sub.7, 4-Cl, 5-CH.sub.3 -phenyl                             227  2-Cl, 4-NO.sub.2 -phenyl                                                  228  2-NO.sub.2, 4-Cl-phenyl                                                   229  2-OCH.sub.3, 5-NO.sub.2 -phenyl                                           230  2,4-Cl.sub.2, 5-NO.sub.2 -phenyl                                          231  2,4-Cl.sub.2, 6-NO.sub. 2 -phenyl                                         232  2,6-Cl.sub.2, 4-NO.sub.2 -phenyl                                          233  2,6-Br.sub.2, 4-NO.sub.2 -phenyl                                          234  2,6-J.sub.2, 4-NO.sub.2 -phenyl                                           235  2-C.sub.6 H.sub.5 O-phenyl                                                236  3-C.sub.6 H.sub.5 O-phenyl                                                237  4-C.sub.6 H.sub.5 O-phenyl                                                238  3-t-C.sub.4 H.sub.9 O-phenyl                                              239  4-t-C.sub.4 H.sub.9 O-phenyl                                              240  1-naphthyl                                                                241  2-naphthyl                                                                242  2-pyridyl                                                                 243  6-methyl-2-pyridyl       89-94° C.                                 244  6-ethyl-2-pyridyl                                                         245  6-n-propyl-2-pyridyl                                                      246  6-iso-propyl-2-pyridyl                                                    247  6-n-butyl-2-pyridyl                                                       248  6-tert.-butyl-2-pyridyl                                                   249  6-n-pentyl-2-pyridyl                                                      250  6-n-hexyl-2-pyridyl                                                       251  6-phenyl-2-pyridyl                                                        252  6-benzyl-2-pyridyl                                                        253  6-trifluoromethyl-2-pyridyl                                               254  6-methoxy-2-pyridyl                                                       255  6-chloro-2-pyridyl                                                        256  3,6-dimethyl-2-pyridyl                                                    257  3,6-diethyl-2-pyridyl                                                     258  4,6-dimethyl-2-pyridyl                                                    259  5,6-dimethyl-2-pyridyl                                                    260  4-phenyl-6-methyl-2-pyridyl                                               261  4,6-diphenyl-2-pyridyl                                                    262  3,4-dichloro-6-methyl-2-pyridyl                                           263  3,4,5-trichloro-6-phenyl-2-pyridyl                                        264  4-trifluoromethyl-6-methyl-2-pyridyl                                      265  3-cyano-6-methyl-2-pyridyl                                                266  3-cyano-6-ethyl-2-pyridyl                                                 267  3-cyano-6-n-propyl-2-pyridyl                                              268  3-cyano-6-iso-propyl-2-pyridyl                                            269  3-cyano-6-cyclo-propyl-2-pyridyl                                          270  3-cyano-6-n-butyl-2-pyridyl                                               271  3-cyano-6-tert.-butyl-2-pyridyl                                           272  3-cyano-6-cyclo-hexyl-2-pyridyl                                           273  3-cyano-6-phenyl-2-pyridyl                                                274  3-cyano-4,6-dimethyl-2-pyridyl                                            275  3,5,6-trichloro-2-pyridyl                                                 276  5-trifluoromethyl-2-pyridyl                                               277  3-chloro-5-trifluoromethyl-2-pyridyl                                      278  2-quinolyl                                                                279  3-methyl-2-quinolyl                                                       280  4-methyl-2-quinolyl                                                       281  4-ethyl-2-quinolyl                                                        282  4-phenyl-2-quinolyl                                                       283  6-methyl-2-quinolyl                                                       284  6-chloro-2-quinolyl                                                       285  8-methyl-2-quinolyl                                                       286  8-chloro-2-quinolyl                                                       287  3,4-dimethyl-2-quinolyl                                                   288  4-methyl-8-methoxy-2-quinolyl                                             289  4-phenyl-8-ethoxy-2-quinolyl                                              290  4-methyl-8-chloro-2-quinolyl                                              291  4-methyl-8-fluoro-2-quinolyl                                              292  4-quinolyl                                                                293  2-methyl-4-quinolyl                                                       294  2-trifluoromethyl-4-quinolyl                                              295  2-iso-propyl-4-quinolyl                                                   296  2-n-pentyl-4-quinolyl                                                     297  2-phenyl-4-quinolyl                                                       298  2,6-dimethyl-4-quinolyl                                                   299  2-methyl-6-chloro-4-quinolyl                                              300  2-methyl-6-fluoro-4-quinolyl                                              301  8-quinolyl                                                                302  2-methyl-8-quinolyl                                                       303  5,7-dichloro-8-quinolyl                                                   304  4,6-dimethyl-2-pyrimidinyl                                                305  4-trifluoromethyl-2-pyrimidinyl                                           306  4,5,6-trimethyl-2-pyrimidinyl                                             307  4-benzyl-6-methyl-2-pyrimidinyl                                           308  4-methyl-6-phenyl-2-pyrimidinyl                                           309  4,6-dimethyl-5-chloro-2-pyrimidinyl                                       310  2,6-dimethyl-4-pyrimidinyl                                                311  2,6-bis-(trifluoromethyl)-4-pyrimidinyl                                   312  2-iso-propyl-6-methyl-4-pyrimidinyl                                       313  2-cyclo-propyl-6-methyl-4-pyrimidinyl                                     314  2-methyl-6-methoxymethyl-4-pyrimidinyl                                    315  2-iso-propyl-6-methoxymethyl-4-pyrimidinyl                                316  2-phenyl-4-pyrimidinyl                                                    317  3,5-dimethyl-4-pyrimidinyl                                                318  2-methyl-6-trifluoromethyl-4-pyrimidinyl                                  319  2-n-propyl-6-trifluoromethyl-4-pyrimidinyl                                320  2-iso-propyl-6-trifluoromethyl-4-pyrimidinyl                              321  2-methyl-5-chloro-6-trifluoromethyl-4-                                         pyrimidinyl                                                               322  2-n-propyl-5-chloro-6-trifluoromethyl-4-                                       pyrimidinyl                                                               323  2-iso-propyl-5-chloro-6-trifluoromethyl-4-                                     pyrimidinyl                                                               324  2-tert.-butyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                    325  6-EtO-benzothiazol-2-yl                                                   326  benzoxazol-2-yl                                                           327  1-Me-imidazol-2-yl                                                        328  4-but-1H-imidazol-2-yl                                                    329  2-thiazolin-2-yl                                                          330  5-CF.sub.3 -benzimidazol-2-yl                                             331  1-Ph-tetrazol-5-yl                                                        332  5-CF.sub.3 -benzothiazol-2-yl                                             333  4,4-Me.sub.2 -5-methylene-2-thiazolin-2-yl                                334  6-Cl-4-Me-benzothiazol-2-yl                                               335  5-Me-benzothiazol-2-yl                                                    336  4-Cl-benzothaizol-2-yl                                                    337  1-(3-NO.sub.2 -Ph)tetrazol-5-yl                                           338  2-thienyl                                                                 339  5-Me-benzoxazol-2-yl                                                      340  7-Cl-benzothiazol-2-yl                                                    341  5,6-Cl.sub.3 -1H-benzimidazol-2-yl                                        342  5-Cl-benzoxazol-2-yl                                                      343  6-Cl-benzothiazol-2-yl                                                    344  2-Ph-thiazol-2-yl                                                         345  3-CN-4,6-Me.sub.2 -2-pyridyl                                              346  1-Ph-1,2,4-triazol-3-yl                                                   347  1-Pri-benzimidazol-2-yl                                                   348  5-Br-benzothiazol-2-yl                                                    349  5-Br-1H-benzimidazol-2-yl                                                 350  7-Cl-4-MeO-benzothiazol-2-yl                                              351  1H-benzimidazol-2-yl                                                      352  5-Cl-benzothiazol-2-yl                                                    353  5-NO.sub.2 -benzoxazol-2-yl                                               354  5-t-Bu-benzoxazol-2-yl                                                    355  4,6,7-Cl.sub.3 -benzothiozol-2-yl                                         356  5-Ph-thiazol-2-yl                                                         357  5,7-Me.sub.2 -benzoxazol-2-yl                                             358  6-Me-benzoxazol-2-yl                                                      359  1,2,4-triazin-3-yl                                                        360  6-Pr-benzothiazol-2-yl                                                    361  6-PhO-benzothiazol-2-yl                                                   362  4-(4-Cl-Ph)-thiazol-2-yl                                                  363  4-(4-Me-Ph)-thiazol-2-yl                                                  364  5-Me-4-Ph-thiazol-2-yl                                                    365  5-Cl-1-H-benzimidazol-2-yl                                                366  5-Ph-1,2,4-triazol-3-yl                                                   367  3-Ph-1,2,4-thiadiazol-5-yl                                                ______________________________________                                    

                  TABLE 5                                                          ______________________________________                                          ##STR9##                                                                      No.       R              mp (°C.)/IR (cm.sup.-1)                        ______________________________________                                          1        H                                                                     2        methyl                                                                3        ethyl                                                                 4        n-propyl                                                              5        i-propyl                                                              6        n-butyl                                                               7        i-butyl                                                               8        s-butyl                                                               9        t-butyl                                                              10        pentyl                                                               11        hexyl                                                                12        phenyl                                                               13        1-naphthyl                                                           14        2-naphthyl                                                           15        3-phenanthrenyl                                                      16        2-fluorophenyl                                                       17        3-fluorophenyl                                                       18        4-fluorophenyl                                                       19        2-chlorophenyl                                                       20        3-chlorophenyl                                                       21        4-chlorophenyl                                                       22        2-bromophenyl                                                        23        3-bromophenyl                                                        24        4-bromophenyl                                                        25        2-iodophenyl                                                         26        3-iodophenyl                                                         27        4-iodophenyl                                                         28        2-NO.sub.2 -phenyl                                                   29        3-NO.sub.3 -phenyl                                                   30        4-NO.sub.2 -phenyl                                                   31        2-CH.sub.3 -phenyl                                                   32        3-CH.sub.3 -phenyl                                                   33        4-CH.sub.3 -phenyl                                                   34        2-OMe-phenyl                                                         35        3-OMe-phenyl                                                         36        4-OMe-phenyl                                                         37        2-CF.sub.3 -phenyl                                                   38        3-CF.sub.3 -phenyl                                                   39        4-CF.sub.3 -phenyl                                                   40        2-Ph-phenyl                                                          41        3-Ph-phenyl                                                          42        4-Ph-phenyl                                                          43        2-PhO-phenyl                                                         44        3-PhO-phenyl                                                         45        4-PhO-phenyl                                                         46        2-pyridyl                                                            47        2-pyrimidyl                                                          48        2-quinalinyl                                                         49        2-pyrryl                                                             50        2-thienyl                                                            51        2-furyl                                                              52        2-imidazolyl                                                         ______________________________________                                    

                  TABLE 6                                                          ______________________________________                                          ##STR10##                                                                     No.       R              mp (°C.)/IR (cm.sup.-1)                        ______________________________________                                          1        H                                                                     2        methyl                                                                3        ethyl                                                                 4        n-propyl                                                              5        i-propyl                                                              6        n-butyl                                                               7        i-butyl                                                               8        s-butyl                                                               9        t-butyl                                                              10        pentyl                                                               11        hexyl                                                                12        phenyl                                                               13        1-naphthyl                                                           14        2-naphthyl                                                           15        3-phenanthrenyl                                                      16        2-fluorophenyl                                                       17        3-fluorophenyl                                                       18        4-fluorophenyl                                                       19        2-chlorophenyl                                                       20        3-chlorophenyl                                                       21        4-chlorophenyl                                                       22        2-bromophenyl                                                        23        3-bromophenyl                                                        24        4-bromophenyl                                                        25        2-iodophenyl                                                         26        3-iodophenyl                                                         27        4-iodophenyl                                                         28        2-NO.sub.2 -phenyl                                                   29        3-NO.sub.3 -phenyl                                                   30        4-NO.sub.2 -phenyl                                                   31        2-CH.sub.3 -phenyl                                                   32        3-CH.sub.3 -phenyl                                                   33        4-CH.sub.3 -phenyl                                                   34        2-OMe-phenyl                                                         35        3-OMe-phenyl                                                         36        4-OMe-phenyl                                                         37        2-CF.sub.3 -phenyl                                                   38        3-CF.sub.3 -phenyl                                                   39        4-CF.sub.3 -phenyl                                                   40        2-Ph-phenyl                                                          41        3-Ph-phenyl                                                          42        4-Ph-phenyl                                                          43        2-PhO-phenyl                                                         44        3-PhO-phenyl                                                         45        4-PhO-phenyl                                                         46        2-pyridyl                                                            47        2-pyrimidyl                                                          48        2-quinalinyl                                                         49        2-pyrryl                                                             50        2-thienyl                                                            51        2-furyl                                                              52        2-imidazolyl                                                         ______________________________________                                    

                  TABLE 7                                                          ______________________________________                                          ##STR11##                                                                     No.       R              mp (°C.)/IR (cm.sup.-1)                        ______________________________________                                          1        H                                                                     2        methyl                                                                3        ethyl                                                                 4        n-propyl                                                              5        i-propyl                                                              6        n-butyl                                                               7        i-butyl                                                               8        s-butyl                                                               9        t-butyl                                                              10        pentyl                                                               11        hexyl                                                                12        phenyl                                                               13        1-naphthyl                                                           14        2-naphthyl                                                           15        3-phenanthrenyl                                                      16        2-fluorophenyl                                                       17        3-fluorophenyl                                                       18        4-fluorophenyl                                                       19        2-chlorophenyl                                                       20        3-chlorophenyl                                                       21        4-chlorophenyl                                                       22        2-bromophenyl                                                        23        3-bromophenyl                                                        24        4-bromophenyl                                                        25        2-iodophenyl                                                         26        3-iodophenyl                                                         27        4-iodophenyl                                                         28        2-NO.sub.2 -phenyl                                                   29        3-NO.sub.3 -phenyl                                                   30        4-NO.sub.2 -phenyl                                                   31        2-CH.sub.3 -phenyl                                                   32        3-CH.sub.3 -phenyl                                                   33        4-CH.sub.3 -phenyl                                                   34        2-OMe-phenyl                                                         35        3-OMe-phenyl                                                         36        4-OMe-phenyl                                                         37        2-CF.sub.3 -phenyl                                                   38        3-CF.sub.3 -phenyl                                                   39        4-CF.sub.3 -phenyl                                                   40        2-Ph-phenyl                                                          41        3-Ph-phenyl                                                          42        4-Ph-phenyl                                                          43        2-PhO-phenyl                                                         44        3-PhO-phenyl                                                         45        4-PhO-phenyl                                                         46        2-pyridyl                                                            47        2-pyrimidyl                                                          48        2-quinalinyl                                                         49        2-pyrryl                                                             50        2-thienyl                                                            51        2-furyl                                                              52        2-imidazolyl                                                         ______________________________________                                    

                  TABLE 8                                                          ______________________________________                                          ##STR12##                                                                     No.       R              mp (°C.)/IR (cm.sup.-1)                        ______________________________________                                          1        H                                                                     2        methyl                                                                3        ethyl                                                                 4        n-propyl                                                              5        i-propyl                                                              6        n-butyl                                                               7        i-butyl                                                               8        s-butyl                                                               9        t-butyl                                                              10        pentyl                                                               11        hexyl                                                                12        phenyl                                                               13        1-naphthyl                                                           14        2-naphthyl                                                           15        3-phenanthrenyl                                                      16        2-fluorophenyl                                                       17        3-fluorophenyl                                                       18        4-fluorophenyl                                                       19        2-chlorophenyl                                                       20        3-chlorophenyl                                                       21        4-chlorophenyl                                                       22        2-bromophenyl                                                        23        3-bromophenyl                                                        24        4-bromophenyl                                                        25        2-iodophenyl                                                         26        3-iodophenyl                                                         27        4-iodophenyl                                                         28        2-NO.sub.2 -phenyl                                                   29        3-NO.sub.3 -phenyl                                                   30        4-NO.sub.2 -phenyl                                                   31        2-CH.sub.3 -phenyl                                                   32        3-CH.sub.3 -phenyl                                                   33        4-CH.sub.3 -phenyl                                                   34        2-OMe-phenyl                                                         35        3-OMe-phenyl                                                         36        4-OMe-phenyl                                                         37        2-CF.sub.3 -phenyl                                                   38        3-CF.sub.3 -phenyl                                                   39        4-CF.sub.3 -phenyl                                                   40        2-Ph-phenyl                                                          41        3-Ph-phenyl                                                          42        4-Ph-phenyl                                                          43        2-PhO-phenyl                                                         44        3-PhO-phenyl                                                         45        4-PhO-phenyl                                                         46        2-pyridyl                                                            47        2-pyrimidyl                                                          48        2-quinalinyl                                                         49        2-pyrryl                                                             50        2-thienyl                                                            51        2-furyl                                                              52        2-imidazolyl                                                         ______________________________________                                    

                  TABLE 9                                                          ______________________________________                                          ##STR13##                                                                     No.       R              mp (°C.)/IR (cm.sup.-1)                        ______________________________________                                          1        H                                                                     2        methyl                                                                3        ethyl                                                                 4        n-propyl                                                              5        i-propyl                                                              6        n-butyl                                                               7        i-butyl                                                               8        s-butyl                                                               9        t-butyl                                                              10        pentyl                                                               11        hexyl                                                                12        phenyl                                                               13        1-naphthyl                                                           14        2-naphthyl                                                           15        3-phenanthrenyl                                                      16        2-fluorophenyl                                                       17        3-fluorophenyl                                                       18        4-fluorophenyl                                                       19        2-chlorophenyl                                                       20        3-chlorophenyl                                                       21        4-chlorophenyl                                                       22        2-bromophenyl                                                        23        3-bromophenyl                                                        24        4-bromophenyl                                                        25        2-iodophenyl                                                         26        3-iodophenyl                                                         27        4-iodophenyl                                                         28        2-NO.sub.2 -phenyl                                                   29        3-NO.sub.2 -phenyl                                                   30        4-NO.sub.2 -phenyl                                                   31        2-CH.sub.3 -phenyl                                                   32        3-CH.sub.3 -phenyl                                                   33        4-CH.sub.3 -phenyl                                                   34        2-OMe-phenyl                                                         35        3-OMe-phenyl                                                         36        4-OMe-phenyl                                                         37        2-CF.sub.3 -phenyl                                                   38        3-CF.sub.3 -phenyl                                                   39        4-CF.sub.3 -phenyl                                                   40        2-Ph-phenyl                                                          41        3-Ph-phenyl                                                          42        4-Ph-phenyl                                                          43        2-PhO-phenyl                                                         44        3-PhO-phenyl                                                         45        4-PhO-phenyl                                                         46        2-pyridyl                                                            47        2-pyrimidyl                                                          48        2-quinalinyl                                                         49        2-pyrryl                                                             50        2-thienyl                                                            51        2-furyl                                                              52        2-imidazolyl                                                         ______________________________________                                    

                  TABLE 10                                                         ______________________________________                                          ##STR14##                                                                                              mp (°C.)/                                      No.  R                   IR (cm.sup.-1)                                        ______________________________________                                          1   H                                                                          2   ethyl                                                                      3   n-propyl                                                                   4   iso-propyl                                                                 5   n-butyl                                                                    6   s-butyl                                                                    7   iso-butyl                                                                  8   tert.-butyl                                                                9   pentyl                                                                     10  hexyl                                                                      11  phenyl                                                                     12  2-F-phenyl                                                                 13  3-F-phenyl                                                                 14  4-F-phenyl                                                                 15  2-Cl-phenyl                                                                16  3-Cl-phenyl                                                                17  4-Cl-phenyl                                                                18  2-Br-phenyl                                                                19  3-Br-phenyl                                                                20  4-Br-phenyl                                                                21  2-I-phenyl                                                                 22  3-I-phenyl                                                                 23  4-I-phenyl                                                                 24  2-CN-phenyl                                                                25  3-CN-phenyl                                                                26  4-CN-phenyl                                                                27  2,3-F.sub.2 -phenyl                                                        28  2,4-F.sub.2 -phenyl                                                        29  2,3-Cl.sub.2 -phenyl                                                       30  2,4-Cl.sub.2 -phenyl                                                       31  2,5-Cl.sub.2 -phenyl                                                       32  2,6-Cl.sub.2 -phenyl                                                       33  3,4-Cl.sub.2 -phenyl                                                       34  3,5-Cl.sub.2 -phenyl                                                       35  2,4-Br.sub.2 -phenyl                                                       36  2,5-Br.sub.2 -phenyl                                                       37  2,6-Br.sub.2 -phenyl                                                       38  2,4-I.sub.2 -phenyl                                                        39  2-Cl, 3-F-phenyl                                                           40  2-Cl, 4-F-phenyl                                                           41  2-Cl, 5-F-phenyl                                                            42 2-Cl, 6-F-phenyl                                                           43  2-Cl, 3-Br-phenyl                                                          44  2-Cl, 4-Br-phenyl                                                          45  2-Cl, 5-Br-phenyl                                                          46  2-Cl, 6-Br-phenyl                                                          47  2-Br, 3-Cl-phenyl                                                          48  2-Br, 4-Cl-phenyl                                                          49  2-Br, 3-F-phenyl                                                           50  2-Br, 4-F-phenyl                                                           51  2-Br, 5-F-phenyl                                                           52  2-Br, 6-F-phenyl                                                           53  2-F, 3-Cl-phenyl                                                           54  2-F, 4-Cl-phenyl                                                           55  2-F, 5-Cl-phenyl                                                           56  3-Cl, 4-F-phenyl                                                           57  3-Cl, 5-F-phenyl                                                           58  3-Cl, 4-Br-phenyl                                                          59  3-Cl, 5-Br-phenyl                                                          60  3-F, 4-Cl-phenyl                                                           61  3-F, 4-Br-phenyl                                                           62  3-Br, 4-Cl-phenyl                                                          63  3-Br, 4-F-phenyl                                                           64  2,4,6-F.sub.3 -phenyl                                                      65  2,3,4-Cl.sub.3 -phenyl                                                     66  2,3,5-Cl.sub.3 -phenyl                                                     67  2,3,6-Cl.sub.3 -phenyl                                                     68  2,4,5-Cl.sub.3 -phenyl                                                     69  2,4,6-Cl.sub.3 -phenyl                                                     70  3,4,5-Cl.sub.3 -phenyl                                                     71  2,4,6-Br.sub.3 -phenyl                                                     72  2,6-Cl.sub.2 -4-Br-phenyl                                                  73  2,3,4,6-Cl.sub.4 -phenyl                                                   74  2,3,5,6-Cl.sub.4 -phenyl                                                   75  F.sub.5 -phenyl                                                            76  Cl.sub.5 -phenyl                                                           77  Br.sub.5 -phenyl                                                           78  2-CH.sub.3 -phenyl                                                         79  3-CH.sub.3 -phenyl                                                         80  4-CH.sub.3 -phenyl                                                         81  2-C.sub.2 H.sub.5 -phenyl                                                  82  3-C.sub.2 H.sub.5 -phenyl                                                  83  4-C.sub.2 H.sub.5 -phenyl                                                  84  2-n-C.sub.3 H.sub.7 -phenyl                                                85  3-n-C.sub.3 H.sub.7 -phenyl                                                86  4-n-C.sub.3 H.sub.7 -phenyl                                                87  2-i-C.sub.3 H.sub.7 -phenyl                                                88  3-i-C.sub.3 H.sub.7 -phenyl                                                89  4-i-C.sub.3 H.sub.7 -phenyl                                                90  2-s-C.sub.4 H.sub.9 -phenyl                                                91  3-s-C.sub.4 H.sub.9 -phenyl                                                92  4-s-C.sub.4 H.sub.9 -phenyl                                                93  2-t-C.sub.4 H.sub.9 -phenyl                                                94  3-t-C.sub.4 H.sub.9 -phenyl                                                95  4-t-C.sub.4 H.sub.9 -phenyl                                                96  2,3-(CH.sub.3).sub.2 -phenyl                                               97  2,4-(CH.sub.3).sub.2 -phenyl                                               98  2,5-(CH.sub.3).sub.2 -phenyl                                               99  2,6-(CH.sub.3).sub.2 -phenyl                                              100  3,4-(CH.sub.3).sub.2 -phenyl                                              101  3,5-(CH.sub.3).sub.2 -phenyl                                              102  2,3,4-(CH.sub.3).sub.3 -phenyl                                            103  2,3,5-(CH.sub.3).sub.3 -phenyl                                            104  2,3,6-(CH.sub.3).sub.3 -phenyl                                            105  2,4,5-(CH.sub.3).sub.3 -phenyl                                            106  2,4,6-(CH.sub.3).sub.3 -phenyl                                            107  3,4,5-(CH.sub.3).sub.3 -phenyl                                            108  2,3,4,6-(CH.sub.3).sub.4 -phenyl                                          109  2,3,5,6-(CH.sub.3).sub.4 -phenyl                                          110  (CH.sub.3).sub.5 -phenyl                                                  111  2,4-(C.sub.2 H.sub.5).sub.2 -phenyl                                       112  2,6-(C.sub.2 H.sub.5).sub.2 -phenyl                                       113  3,5-(C.sub.2 H.sub.5).sub.2 -phenyl                                       114  2,4,6-(C.sub.2 H.sub.5 ).sub.3 -phenyl                                    115  2,4-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     116  2,6-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     117  3,5-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     118  2,4,6-(i-C.sub.3 H.sub.7).sub.3 -phenyl                                   119  2,3-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     120  2,4-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     121  2,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     122  2,6-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     123  3,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     124  2,4,6-(t-C.sub.4 H.sub.9).sub.3 -phenyl                                   125  2-t-C.sub.4 H.sub.9, 4-CH.sub.3 -phenyl                                   126  2-t-C.sub.4 H.sub.9, 5-CH.sub.3 -phenyl                                   127  2,6-(t-C.sub.4 H.sub.9).sub.2, 4-CH.sub.3 -phenyl                         128  2-CH.sub.3, 4-t-C.sub.4 H.sub.9 -phenyl                                   129  2-CH.sub.3, 6-t-C.sub.4 H.sub.9 -phenyl                                   130  2-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                   131  2-CH.sub.3, 5-i-C.sub.3 H.sub.7 -phenyl                                   132  3-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                   133  2-i-C.sub.3 H.sub.7, 5-CH.sub.3 -phenyl                                   134  2,4-(t-C.sub.4 H.sub.9).sub.2 -6-i-C.sub.3 H.sub.7 -phenyl                135  2-cyclo-C.sub.6 H.sub.11 -phenyl                                          136  3-cyclo-C.sub.6 H.sub.11 -phenyl                                          137  4-cyclo-C.sub.6 H.sub.11 -phenyl                                          138  2,4-(cyclo-C.sub.6 H.sub. 11).sub.2 -6-CH.sub.3 -phenyl                   139  2-CH.sub.3, 4-cyclo-C.sub.6 H.sub.11 -phenyl                              140  2-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        141  3-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        142  4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        143  2-CH.sub.2 C.sub.6 H.sub.5, 4-CH.sub.3 -phenyl                            144  2-CH.sub.3, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                            145  2-C.sub.6 H.sub.5 -phenyl                                                 146  3-C.sub.6 H.sub.5 -phenyl                                                 147  4-C.sub.6 H.sub.5 -phenyl                                                 148  4-(2-i-C.sub.3 H.sub.7C.sub.6 H.sub.4)-phenyl                             149  4-C.sub.6 H.sub.5, 2,6-(CH.sub.3).sub.2 -phenyl                           150  2-Cl, 4-C.sub.6 H.sub.5 -phenyl                                           151  2-Br, 4-C.sub.6 H.sub.5 -phenyl                                           152  2-C.sub.6 H.sub.5, 4-Cl-phenyl                                            153  2-C.sub.6 H.sub.5, 4-Br-phenyl                                            154  2-CH.sub.2 C.sub.6 H.sub.5, 4-Cl-phenyl                                   155  2-CH.sub.2 C.sub.6 H.sub.5, 4-Br-phenyl                                   156  2-Cl, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                  157  2-Br, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                  158  2-cyclo-C.sub.6 H.sub.11, 4-Cl-phenyl                                     159  2-cyclo-C.sub.6 H.sub.11, 4-Br-phenyl                                     160  2-Cl, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                    161  2-Br, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                    162  2-OCH.sub.3 -phenyl                                                       163  3-OCH.sub.3 -phenyl                                                       164  4-OCH.sub.3 -phenyl                                                       165  2,4-(OCH.sub.3).sub.2 -phenyl                                             166  2-CF.sub.3 -phenyl                                                        167  3-CF.sub.3 -phenyl                                                        168  4-CF.sub.3 -phenyl                                                        169  2-NO.sub.2 -phenyl                                                        170  3-NO.sub.2 -phenyl                                                        171  4-NO.sub.2 -phenyl                                                        172  2-CN-phenyl                                                               173  3-CN-phenyl                                                               174  4-CN-phenyl                                                               175  2-CH.sub.3, 3-Cl-phenyl                                                   176  2-CH.sub.3, 4-Cl-phenyl                                                   177  2-CH.sub.3, 5-Cl-phenyl                                                   178  2-CH.sub.3, 6-Cl-phenyl                                                   179  2-CH.sub.3, 3-F-phenyl                                                    180  2-CH.sub.3, 4-F-phenyl                                                    181  2-CH.sub.3, 5-F-phenyl                                                    182  2-CH.sub.3, 6-F-phenyl                                                    183  2-CH.sub.3, 3-Br-phenyl                                                   184  2-CH.sub.3, 4-Br-phenyl                                                   185  2-CH.sub.3, 5-Br-phenyl                                                   186  2-CH.sub.3, 6-Br-phenyl                                                   187  2-Cl, 3-CH.sub.3 -phenyl                                                  188  2-Cl, 4-CH.sub.3 -phenyl                                                  189  2-Cl, 5-CH.sub.3 -phenyl                                                  190  2-Cl, 3-i-C.sub.3 H.sub.7                                                 191  2-F, 3-CH.sub.3 -phenyl                                                   192  2-F, 4-CH.sub.3 -phenyl                                                   193  2-F, 5-CH.sub.3 -phenyl                                                   194  2-Br, 3-CH.sub.3 -phenyl                                                  195  2-Br, 4-CH.sub.3 -phenyl                                                  196  3-CH.sub.3, 4-Cl-phenyl                                                   197  3-CH.sub.3, 5-Cl-phenyl                                                   198  2-Br, 5-CH.sub.3 -phenyl                                                  199  3-CH.sub.3, 4-F-phenyl                                                    200  3-CH.sub.3, 5-F-phenyl                                                    201  3-CH.sub.3, 4-Br-phenyl                                                   202  3-CH.sub.3, 5-Br-phenyl                                                   203  3-F, 4-CH.sub.3 -phenyl                                                   204  3-Cl, 4-CH.sub.3 -phenyl                                                  205  3-Br, 4-CH.sub.3 -phenyl                                                  206  2-Cl, 4,5-(CH.sub.3 ).sub.2 -phenyl                                       207  2-Br, 4,5-(CH.sub.3).sub.2 -phenyl                                        208  2-Cl, 3,5-(CH.sub.3).sub.2 -phenyl                                        209  2-Br, 3,5-(CH.sub.3).sub.2 -phenyl                                        210  2,6-Cl.sub.2, 4-CH.sub.3 -phenyl                                          211  2,6-F.sub.2, 4-CH.sub.3 -phenyl                                           212  2,6-Br.sub.2, 4-CH.sub.3 -phenyl                                          213  2,4-Cl.sub.2, 6-CH.sub.3 -phenyl                                          214  2,4-F.sub.2, 6-CH.sub.3 -phenyl                                           215  2,4-Br.sub.2, 6-CH.sub.3 -phenyl                                          216  2,6-(CH.sub.3).sub.2, 4-F-phenyl                                          217  2,6-(CH.sub.3).sub.2, 4-Cl-phenyl                                         218  2,6-(CH.sub.3).sub.2, 4-Br-phenyl                                         219  3,5-(CH.sub.3).sub.2, 4-F-phenyl                                          220  3,5-(CH.sub.3).sub.2, 4-Cl-phenyl                                         221  3,5-(CH.sub.3).sub.2, 4-Br-phenyl                                         222  2,3,6-(CH.sub.3).sub.3, 4-F-phenyl                                        223  2,3,6-(CH.sub.3).sub.3, 4-Cl-phenyl                                       224  2,3,6-(CH.sub.3).sub.3, 4-Br-phenyl                                       225  2,4-(CH.sub.3).sub.2, 6-F-phenyl                                          226  2,4-(CH.sub.3).sub.2, 6-Cl-phenyl                                         227  2,4-(CH.sub.3).sub.2, 6-Br-phenyl                                         228  2-i-C.sub.3 H.sub.7, 4-Cl, 5-CH.sub.3 -phenyl                             229  2-Cl, 4-NO.sub.2 -phenyl                                                  230  2-NO.sub.2, 4-Cl-phenyl                                                   231  2-OCH.sub.3, 5-NO.sub.2 -phenyl                                           232  2,4-Cl.sub.2, 5-NO.sub.2 -phenyl                                          233  2,4-Cl.sub.2, 6-NO.sub.2 -phenyl                                          234  2,6-Cl.sub.2, 4-NO.sub.2 -phenyl                                          235  2,6-Br.sub. 2, 4-NO.sub.2 -phenyl                                         236  2,6-I.sub.2, 4-NO.sub.2 -phenyl                                           237  2-C.sub.6 H.sub.5 O-phenyl                                                238  3-C.sub.6 H.sub.5 O-phenyl                                                239  4-C.sub.6 H.sub.5 O-phenyl                                                240  3-t-C.sub.4 H.sub.9 O-phenyl                                              241  4-t-C.sub.4 H.sub.9 O-phenyl                                              242  1-naphthyl                                                                243  2-naphthyl                                                                244  2-pyridyl                                                                 245  6-methyl-2-pyridyl                                                        246  6-ethyl-2-pyridyl                                                         247  6-n-propyl-2-pyridyl                                                      248  6-iso-propyl-2-pyridyl                                                    249  6-n-butyl-2-pyridyl                                                       250  6-tert.-butyl-2-pyridyl                                                   251  6-n-pentyl-2-pyridyl                                                      252  6-n-hexyl-2-pyridyl                                                       253  6-phenyl-2-pyridyl                                                        254  6-benzyl-2-pyridyl                                                        255  6-trifluoromethyl-2-pyridyl                                               256  6-methoxy-2-pyridyl                                                       257  6-chloro-2-pyridyl                                                        258  3,6-dimethyl-2-pyridyl                                                    259  3,6-diethyl-2-pyridyl                                                     260  4,6-dimethyl-2-pyridyl                                                    261  5,6-dimethyl-2-pyridyl                                                    262  4-phenyl-6-methyl-2-pyridyl                                               263  4,6-diphenyl-2-pyridyl                                                    264  3,4-dichloro-6-methyl-2-pyridyl                                           265  3,4,5-trichloro-6-phenyl-2-pyridyl                                        266  4-trifluoromethyl-6-methyl-2-pyridyl                                      267  3-cyano-6-methyl-2-pyridyl                                                268  3-cyano-6-ethyl-2-pyridyl                                                 269  3-cyano-6-n-propyl-2-pyridyl                                              270  3-cyano-6-iso-propyl-2-pyridyl                                            271  3-cyano-6-cyclo-propyl-2-pyridyl                                          272  3-cyano-6-n-butyl-2-pyridyl                                               273  3-cyano-6-tert.-butyl-2-pyridyl                                           274  3-cyano-6-cyclo-hexyl-2-pyridyl                                           275  3-cyano-6-phenyl-2-pyridyl                                                276  3-cyano-4,6-dimethyl-2-pyridyl                                            277  3,5,6-trichloro-2-pyridyl                                                 278  5-trifluoromethyl-2-pyridyl                                               279  3-chloro-5-trifluoromethyl-2-pyridyl                                      280  2-quinolyl                                                                281  3-methyl-2-quinolyl                                                       282  4-methyl-2-quinolyl                                                       283  4-ethyl-2-quinolyl                                                        284  4-phenyl-2-quinolyl                                                       285  6-methyl-2-quinolyl                                                       286  6-chloro-2-quinolyl                                                       287  8-methyl-2-quinolyl                                                       288  8-chloro-2-quinolyl                                                       289  3,4-dimethyl-2-quinolyl                                                   290  4-methyl-8-methoxy-2-quinolyl                                             291  4-phenyl-8-ethoxy-2-quinolyl                                              292  4-methyl-8-chloro-2-quinolyl                                              293  4-methyl-8-fluoro-2-quinolyl                                              294  4-quinolyl                                                                295  2-methyl-4-quinolyl                                                       296  2-trifluoromethyl-4-quinolyl                                              297  2-iso-propyl-4-quinolyl                                                   298  2-n-pentyl-4-quinolyl                                                     299  2-phenyl-4-quinolyl                                                       300  2,6-dimethyl-4-quinolyl                                                   301  2-methyl-6-chloro-4-quinolyl                                              302  2-methyl-6-fluoro-4-quinolyl                                              303  8-quinolyl                                                                304  2-methyl-8-quinolyl                                                       305  5,7-dichloro-8-quinolyl                                                   306  4,6-dimethyl-2-pyrimidinyl                                                307  4-trifluoromethyl-2-pyrimidinyl                                           308  4,5,6-trimethyl-2-pyrimidinyl                                             309  4-benzyl-6-methyl-2-pyrimidinyl                                           310  4-methyl-6-phenyl-2-pyrimidinyl                                           311  4,6-dimethyl-5-chloro-2-pyrimidinyl                                       312  2,6-dimethyl-4-pyrimidinyl                                                313  2,6-bis-(trifluoromethyl)-4-pyrimidinyl                                   314  2-iso-propyl-6-methyl-4-pyrimidinyl                                       315  2-cyclo-propyl-6-methyl-4-pyrimidinyl                                     316  2-methyl-6-methoxymethyl-4-pyrimidinyl                                    317  2-iso-propyl-6-methoxymethyl-4-pyrimidinyl                                318  2-phenyl-4-pyrimidinyl                                                    319  3,5-dimethyl-4-pyrimidinyl                                                320  2-methyl-6-trifluoromethyl-4-pyrimidinyl                                  321  2-n-propyl-6-trifluoromethyl-4-pyrimidinyl                                322  2-iso-propyl-6-trifluoromethyl-4-pyrimidinyl                              323  2-methyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                         324  2-n-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                       325  2-iso-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                     326  2-tert.-butyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                    ______________________________________                                    

                  TABLE 11                                                         ______________________________________                                          ##STR15##                                                                                                   mp (°C.)/                                 No.  R                        IR (cm.sup.-1)                                   ______________________________________                                          1   methyl                                                                     2   ethyl                                                                      3   n-propyl                                                                   4   iso-propyl                                                                 5   n-butyl                                                                    6   s-butyl                                                                    7   iso-butyl                                                                  8   tert.-butyl                                                                9   pentyl                                                                     10  hexyl                                                                      11  phenyl                                                                     12  2-F-phenyl                                                                 13  3-F-phenyl                                                                 14  4-F-phenyl                                                                 15  2-Cl-phenyl                                                                16  3-Cl-phenyl                                                                17  4-Cl-phenyl                                                                18  2-Br-phenyl                                                                19  3-Br-phenyl                                                                20  4-Br-phenyl                                                                21  2-I-phenyl                                                                 22  3-I-phenyl                                                                 23  4-I-phenyl                                                                 24  2-CN-phenyl                                                                25  3-CN-phenyl                                                                26  4-CN-phenyl                                                                27  2,3-F.sub.2 -phenyl                                                        28  2,4-F.sub.2 -phenyl                                                        29  2,3-Cl.sub.2 -phenyl                                                       30  2,4-Cl.sub.2 -phenyl                                                       31  2,5-Cl.sub.2 -phenyl                                                       32  2,6-Cl.sub.2 -phenyl                                                       33  3,4-Cl.sub.2 -phenyl                                                       34  3,5-Cl.sub.2 -phenyl                                                       35  2,4-Br.sub.2 -phenyl                                                       36  2,5-Br.sub.2 -phenyl                                                       37  2,6-Br.sub.2 -phenyl                                                       38  2,4-I.sub.2 -phenyl                                                        39  2-Cl, 3-F-phenyl                                                           40  2-Cl, 4-F-phenyl                                                           41  2-Cl, 5-F-phenyl                                                           42  2-Cl, 6-F-phenyl                                                           43  2-Cl, 3-Br-phenyl                                                          44  2-Cl, 4-Br-phenyl                                                          45  2-Cl, 5-Br-phenyl                                                          46  2-Cl, 6-Br-phenyl                                                          47  2-Br, 3-Cl-phenyl                                                          48  2-Br, 4-Cl-phenyl                                                          49  2-Br, 3-F-phenyl                                                           50  2-Br, 4-F-phenyl                                                           51  2-Br, 5-F-phenyl                                                           52  2-Br, 6-F-phenyl                                                           53  2-F, 3-Cl-phenyl                                                           54  2-F, 4-Cl-phenyl                                                           55  2-F, 5-Cl-phenyl                                                           56  3-Cl, 4-F-phenyl                                                           57  3-Cl, 5-F-phenyl                                                           58  3-Cl, 4-Br-phenyl                                                          59  3-Cl, 5-Br-phenyl                                                          60  3-F, 4-Cl-phenyl                                                           61  3-F, 4-Br-phenyl                                                           62  3-Br, 4-Cl-phenyl                                                          63  3-Br, 4-F-phenyl                                                           64  2,4,6-F.sub.3 -phenyl                                                      65  2,3,4,-Cl.sub.3 -phenyl                                                    66  2,3,5-Cl.sub.3 -phenyl                                                     67  2,3,6-Cl.sub.3 -phenyl                                                     68  2,4,5-Cl.sub.3 -phenyl                                                     69  2,4,6-Cl.sub.3 -phenyl                                                     70  3,4,5-Cl.sub.3 -phenyl                                                     71  2,4,6-Br.sub.3 -phenyl                                                     72  2,6-Cl.sub.2 -4-Br-phenyl                                                  73  2,3,4,6-Cl.sub.4 -phenyl                                                   74  2,3,5,6-Cl.sub.4 -phenyl                                                   75  F.sub.5 -phenyl                                                            76  Cl.sub.5 -phenyl                                                           77  Br.sub.5 -phenyl                                                           78  2-CH.sub.3 -phenyl                                                         79  3-CH.sub.3 -phenyl                                                         80  4-CH.sub.3 -phenyl                                                         81  2-C.sub.2 H.sub.5 -phenyl                                                  82  3-C.sub.2 H.sub.5 -phenyl                                                  83  4-C.sub.2 H.sub.5 -phenyl                                                  84  2-n-C.sub.3 H.sub.7 -phenyl                                                 85 3-n-C.sub.3 H.sub.7 -phenyl                                                86  4-n-C.sub.3 H.sub.7 -phenyl                                                87  2-i-C.sub.3 H.sub.7 -phenyl                                                88  3-i-C.sub.3 H.sub.7 -phenyl                                                89  4-i-C.sub.3 H.sub.7 -phenyl                                                90  2-s-C.sub.4 H.sub.9 -phenyl                                                91  3-s-C.sub.4 H.sub.9 -phenyl                                                92  4-s-C.sub.4 H.sub.9 -phenyl                                                93  2-t-C.sub.4 H.sub.9 -phenyl                                                94  3-t-C.sub.4 H.sub.9 -phenyl                                                95  4-t-C.sub.4 H.sub.9 -phenyl                                                96  2,3-(CH.sub.3).sub.2 -phenyl                                               97  2,4-(CH.sub.3).sub.2 -phenyl                                               98  2,5-(CH.sub.3).sub.2 -phenyl                                               99  2,6-(CH.sub.3).sub.2 -phenyl                                              100  3,4-(CH.sub.3).sub.2 -phenyl                                              101  3,5-(CH.sub.3).sub.2 -phenyl                                              102  2,3,4-(CH.sub.3).sub.3 -phenyl                                            103  2,3,5-(CH.sub.3).sub.3 -phenyl                                            104  2,3,6-(CH.sub.3).sub.3 -phenyl                                            105  2,4,5-(CH.sub.3).sub.3 -phenyl                                            106  2,4,6-(CH.sub.3).sub.3 -phenyl                                            107  3,4,5-(CH.sub.3).sub.3 -phenyl                                            108  2,3,4,6-(CH.sub.3).sub.4 -phenyl                                          109  2,3,5,6-(CH.sub.3).sub.4 -phenyl                                          110  (CH.sub.3).sub.5 -phenyl                                                  111  2,4-(C.sub.2 H.sub.5).sub.2 -phenyl                                       112  2,6-(C.sub.2 H.sub.5).sub.2 -phenyl                                       113  3,5-(C.sub.2 H.sub.5).sub.2 -phenyl                                       114  2,4,6-(C.sub.2 H.sub.5).sub.3 -phenyl                                     115  2,4-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     116  2,6-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     117  3,5-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     118  2,4,6-(i-C.sub.3 H.sub.7).sub.3 -phenyl                                   119  2,3-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     120  2,4-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     121  2,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     122  2,6-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     123  3,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     124  2,4,6-(t-C.sub.4 H.sub.9).sub.3 -phenyl                                   125  2-t-C.sub.4 H.sub.9, 4-CH.sub.3 -phenyl                                   126  2-t-C.sub.4 H.sub.9, 5-CH.sub.3 -phenyl                                   127  2,6-(t-C.sub.4 H.sub.9).sub.2, 4-CH.sub.3 -phenyl                         128  2-CH.sub.3, 4-t-C.sub.4 H.sub.9 -phenyl                                   129  2-CH.sub.3, 6-t-C.sub.4 H.sub.9 -phenyl                                   130  2-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                   131  2-CH.sub.3, 5-i-C.sub.3 H.sub.7 -phenyl                                   132  3-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                   133  2-i-C.sub.3 H.sub.7, 5-CH.sub.3 -phenyl                                   134  2,4-(t-C.sub.4 H.sub.9).sub.2 -6-i-C.sub.3 H.sub.7 -phenyl                135  2-cyclo-C.sub.6 H.sub.11 -phenyl                                          136  3-cyclo-C.sub.6 H.sub.11 -phenyl                                          137  4-cyclo-C.sub.6 H.sub.11 -phenyl                                          138  2,4-(cyclo-C.sub.6 H.sub.11).sub. 2 -6-CH.sub.3 -phenyl                   139  2-CH.sub.3, 4-cyclo-C.sub.6 H.sub.11 -phenyl                              140  2-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        141  3-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        142  4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        143  2-CH.sub.2 C.sub.6 H.sub.5, 4-CH.sub.3 -phenyl                            144  2-CH.sub.3, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                            145  2-C.sub.6 H.sub.5 -phenyl                                                 146  3-C.sub.6 H.sub.5 -phenyl                                                 147  4-C.sub.6 H.sub.5 -phenyl                                                 148  4-(2-i-C.sub.3 H.sub.7C.sub.6 H.sub.4)-phenyl                             149  4-C.sub.6 H.sub.5, 2,6-(CH.sub.3).sub.2 -phenyl                           150  2-Cl, 4-C.sub.6 H.sub.5 -phenyl                                           151  2-Br, 4-C.sub.6 H.sub.5 -phenyl                                           152  2-C.sub.6 H.sub.5, 4-Cl-phenyl                                            153  2-C.sub.6 H.sub.5, 4-Br-phenyl                                            154  2-CH.sub.2 C.sub.6 H.sub.5, 4-Cl-phenyl                                   155  2-CH.sub.2 C.sub.6 H.sub.5, 4-Br-phenyl                                   156  2-Cl, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                  157  2-Br, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                  158  2-cyclo-C.sub.6 H.sub.11, 4-Cl-phenyl                                     159  2-cyclo-C.sub.6 H.sub.11, 4-Br-phenyl                                     160  2-Cl, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                    161  2-Br, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                    162  3-OCH.sub.3 -phenyl                                                       163  2,4-(OCH.sub.3).sub.2 -phenyl                                             164  2-CF.sub.3 -phenyl                                                        165  3-CF.sub.3 -phenyl                                                        166  4-CF.sub.3 -phenyl                                                        167  2-NO.sub.2 -phenyl                                                        168  3-NO.sub.2 -phenyl                                                        169  4-NO.sub.2 -phenyl                                                        170  2-CN-phenyl                                                               171  3-CN-phenyl                                                               172  4-CN-phenyl                                                               173  2-CH.sub.3, 3-Cl-phenyl                                                   174  2-CH.sub.3, 4-Cl-phenyl                                                   175  2-CH.sub.3, 5-Cl-phenyl                                                   176  2-CH.sub.3, 6-Cl-phenyl                                                   177  2-CH.sub.3, 3-F-phenyl                                                    178  2-CH.sub.3, 4-F-phenyl                                                    179  2-CH.sub.3, 5-F-phenyl                                                    180  2-CH.sub.3, 6-F-phenyl                                                    181  2-CH.sub.3, 3-Br-phenyl                                                   182  2-CH.sub.3, 4-Br-phenyl                                                   183  2-CH.sub.3, 5-Br-phenyl                                                   184  2-CH.sub.3, 6-Br-phenyl                                                   185  2-Cl, 3-CH.sub.3 -phenyl                                                  186  2-Cl, 4-CH.sub.3 -phenyl                                                  187  2-Cl, 5-CH.sub.3 -phenyl                                                  188  2-Cl, 3-i-C.sub.3 H.sub.7                                                 189  2-F, 3-CH.sub.3 -phenyl                                                   190  2-F, 4-CH.sub.3 -phenyl                                                   191  2-F, 5-CH.sub.3 -phenyl                                                   192  2-Br, 3-CH.sub.3 -phenyl                                                  193  2-Br, 4-CH.sub.3 -phenyl                                                  194  3-CH.sub.3, 4-Cl-phenyl                                                   195  3-CH.sub.3, 5-Cl-phenyl                                                   196  2-Br, 5-CH.sub.3 -phenyl                                                  197  3-CH.sub.3, 4-F-phenyl                                                    198  3-CH.sub.3, 5-F-phenyl                                                    199  3-CH.sub.3, 4-Br-phenyl                                                   200  3-CH.sub.3, 5-Br-phenyl                                                   201  3-F, 4-CH.sub.3 -phenyl                                                   202  3-Cl, 4-CH.sub.3 -phenyl                                                  203  3-Br, 4-CH.sub.3 -phenyl                                                  204  2-Cl, 4,5-(CH.sub.3).sub.2 -phenyl                                        205  2-Br, 4,5-(CH.sub.3).sub.2 -phenyl                                        206  2-Cl, 3,5-(CH.sub.3).sub.2 -phenyl                                        207  2-Br, 3,5-(CH.sub.3).sub.2 -phenyl                                        208  2,6-Cl.sub.2, 4-CH.sub.3 -phenyl                                          209  2,6-F.sub.2, 4-CH.sub.3 -phenyl                                           210  2,6-Br.sub.2, 4-CH.sub.3 -phenyl                                          211  2,4-Cl.sub.2, 6-CH.sub.3 -phenyl                                          212  2,4-F.sub.2, 6-CH.sub.3 -phenyl                                           213  2,4-Br.sub.2, 6-CH.sub.3 -phenyl                                          214  2,6-(CH.sub.3).sub.2, 4-F-phenyl                                          215  2,6-(CH.sub.3).sub.2, 4-Cl-phenyl                                         216  2,6-(CH.sub.3).sub.2, 4-Br-phenyl                                         217  3,5-(CH.sub.3).sub.2, 4-F-phenyl                                          218  3,5-(CH.sub.3).sub.2, 4-Cl-phenyl                                         219  3,5-(CH.sub.3).sub.2, 4-Br-phenyl                                         220  2,3,6-(CH.sub.3).sub.3, 4-F-phenyl                                        221  2,3,6-(CH.sub.3).sub.3, 4-Cl-phenyl                                       222  2,3,6-(CH.sub.3).sub.3, 4-Br-phenyl                                       223  2,4-(CH.sub.3).sub.2, 6-F-phenyl                                          224  2,4-(CH.sub.3).sub.2, 6-Cl-phenyl                                         225  2,4-(CH.sub.3).sub.2, 6-Br-phenyl                                         226  2-i-C.sub.3 H.sub.7, 4-Cl, 5-CH.sub.3 -phenyl                             227  2-Cl, 4-NO.sub.2 -phenyl                                                  228  2-NO.sub.2, 4-Cl-phenyl                                                   229  2-OCH.sub.3, 5-NO.sub.2 -phenyl                                           230  2,4-Cl.sub.2, 5-NO.sub.2 -phenyl                                          231  2,4-Cl.sub.2, 6-NO.sub.2 -phenyl                                          232  2,6-Cl.sub.2, 4-NO.sub.2 -phenyl                                          233  2,6-Br.sub.2, 4-NO.sub.2 -phenyl                                          234  2,6-I.sub.2, 4-NO.sub. 2 -phenyl                                          235  2-C.sub.6 H.sub.5 O-phenyl                                                236  3-C.sub.6 H.sub.5 O-phenyl                                                237  4-C.sub.6 H.sub.5 O-phenyl                                                238  3-t-C.sub.4 H.sub.9 O-phenyl                                              239  4-t-C.sub.4 H.sub.9 O-phenyl                                              240  1-naphthyl                                                                241  2-naphthyl                                                                242  2-pyridyl                                                                 243  6-methyl-2-pyridyl                                                        244  6-ethyl-2-pyridyl                                                         245  6-n-propyl-2-pyridyl                                                      246  6-iso-propyl-2-pyridyl                                                    247  6-n-butyl-2-pyridyl                                                       248  6-tert.-butyl-2-pyridyl                                                   249  6-n-pentyl-2-pyridyl                                                      250  6-n-hexyl-2-pyridyl                                                       251  6-phenyl-2-pyridyl                                                        252  6-benzyl-2-pyridyl                                                        253  6-trifluoromethyl-2-pyridyl                                               254  6-methoxy-2-pyridyl                                                       255  6-chloro-2-pyridyl                                                        256  3,6-dimethyl-2-pyridyl                                                    257  3,6-diethyl-2-pyridyl                                                     258  4,6-dimethyl-2-pyridyl                                                    259  5,6-dimethyl-2-pyridyl                                                    260  4-phenyl-6-methyl-2-pyridyl                                               261  4,6-diphenyl-2-pyridyl                                                    262  3,4-dichloro-6-methyl-2-pyridyl                                           263  3,4,5-trichloro-6-phenyl-2-pyridyl                                        264  4-trifluoromethyl-6-methyl-2-pyridyl                                      265  3-cyano-6-methyl-2-pyridyl                                                266  3-cyano-6-ethyl-2-pyridyl                                                 267  3-cyano-6-n-propyl-2-pyridyl                                              268  3-cyano-6-iso-propyl-2-pyridyl                                            269  3-cyano-6-cyclo-propyl-2-pyridyl                                          270  3-cyano-6-n-butyl-2-pyridyl                                               271  3-cyano-6-tert.-butyl-2-pyridyl                                           272  3-cyano-6-cyclo-hexyl-2-pyridyl                                           273  3-cyano-6-phenyl-2-pyridyl                                                274  3-cyano-4,6-dimethyl-2-pyridyl                                            275  3,5,6-trichloro-2-pyridyl                                                 276  5-trifluoromethyl-2-pyridyl                                               277  3-chloro-5-trifluoromethyl-2-pyridyl                                      278  2-quinolyl                                                                279  3-methyl-2-quinolyl                                                       280  4-methyl-2-quinolyl                                                       281  4-ethyl-2-quinolyl                                                        282  4-phenyl-2-quinolyl                                                       283  6-methyl-2-quinolyl                                                       284  6-chloro-2-quinolyl                                                       285  8-methyl-2-quinolyl                                                       286  8-chloro-2-quinolyl                                                       287  3,4-dimethyl-2-quinolyl                                                   288  4-methyl-8-methoxy-2-quinolyl                                             289  4-phenyl-8-ethoxy-2-quinolyl                                              290  4-methyl-8-chloro-2-quinolyl                                              291  4-methyl-8-fluoro-2-quinolyl                                              292  4-quinolyl                                                                293  2-methyl-4-quinolyl                                                       294  2-trifluoromethyl-4-quinolyl                                              295  2-iso-propyl-4-quinolyl                                                   296  2-n-pentyl-4-quinolyl                                                     297  2-phenyl-4-quinolyl                                                       298  2,6-dimethyl-4-quinolyl                                                   299  2-methyl-6-chloro-4-quinolyl                                              300  2-methyl-6-fluoro-4-quinolyl                                              301  8-quinolyl                                                                302  2-methyl-8-quinolyl                                                       303  5,7-dichloro-8-quinolyl                                                   304  4,6-dimethyl-2-pyrimidinyl                                                305  4-trifluoromethyl-2-pyrimidinyl                                           306  4,5,6-trimethyl-2-pyrimidinyl                                             307  4-benzyl-6-methyl-2-pyrimidinyl                                           308  4-methyl-6-phenyl-2-pyrimidinyl                                           309  4,6-dimethyl-5-chloro-2-pyrimidinyl                                       310  2,6-dimethyl-4-pyrimidinyl                                                311  2,6-bis-(trifluoromethyl)-4-pyrimidinyl                                   312  2-iso-propyl-6-methyl-4-pyrimidinyl                                       313  2-cyclo-propyl-6-methyl-4-pyrimidinyl                                     314  2-methyl-6-methoxymethyl-4-pyrimidinyl                                    315  2-iso-propyl-6-methoxymethyl-4-pyrimidinyl                                316  2-phenyl-4-pyrimidinyl                                                    317  3,5-dimethyl-4-pyrimidinyl                                                318  2-methyl-6-trifluoromethyl-4-pyrimidinyl                                  319  2-n-propyl-6-trifluoromethyl-4-pyrimidinyl                                320  2-iso-propyl-6-trifluoromethyl-4-pyrimidinyl                              321  2-methyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                         322  2-n-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                       323  2-iso-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                     324  2-tert.-butyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                    325  6-EtO-benzothiazol-2-yl                                                   326  benzoxazol-2-yl                                                           327  1-Me-imidazol-2-yl                                                        328  4-but-1H-imidazol-2-yl                                                    329  2-thiazolin-2-yl                                                          330  5-CF.sub.3 -benzimidazol-2-yl                                             331  1-Ph-tetrazol-5-yl                                                        332  5-CF.sub.3 -benzothiazol-2-yl                                             333  4,4-Me.sub.2 -5-methylene-2-thiazolin-2-yl                                334  6-Cl-4-Me-benzothiazol-2-yl                                               335  5-Me-benzothiazol-2-yl                                                    336  4-Cl-benzothiazol-2-yl                                                    337  1-(3-NO.sub. 2 -Ph)tetrazol-5-yl                                          338  2-thienyl                                                                 339  5-Me-benzoxazol-2-yl                                                      340  7-Cl-benzothiazol-2-yl                                                    341  5,6-Cl.sub.3 -1H-benzimidazol-2-yl                                        342  5-Cl-benzoxazol-2-yl                                                      343  6-Cl-benzothiazol-2-yl                                                    344  2-Ph-thiazol-2-yl                                                         345  3-CN-4,6-Me.sub.2 -2-pyridyl                                              346  1-Ph-1,2,4-triazol-3-yl                                                   347  1-Pri-benzimidazol-2-yl                                                   348  5-Br-benzothiazol-2-yl                                                    349  5-Br-1H-benzimidazol-2-yl                                                 350  7-Cl-4-MeO-benzothiazol-2-yl                                              351  1H-benzimidazol-2-yl                                                      352  5-Cl-benzothiazol-2-yl                                                    353  5-NO.sub.2 -benzoxazol-2-yl                                               354  5-t-Bu-benzoxazol-2-yl                                                    355  4,6,7-Cl.sub.3 -benzothiozol-2-yl                                         356  5-Ph-thiazol-2-yl                                                         357  5,7-Me.sub.2 -benzoxazol-2-yl                                             358  6-Me-benzoxazol-2-yl                                                      359  1,2,4-triazin-3-yl                                                        360  6-Pr-benzothiazol-2-yl                                                    361  6-PhO-benzothiazol-2-yl                                                   362  4-(4-Cl-Ph)-thiazol-2-yl                                                  363  4-(4-Me-Ph)-thiazol-2-yl                                                  364  5-Me-4-Ph-thiazol-2-yl                                                    365  5-Cl-1-H-benzimidazol-2-yl                                                366  5-Ph-1,2,4-triazol-3-yl                                                   367  3-Ph-1,2,4-thiadiazol-5-yl                                                ______________________________________                                    

                  TABLE 12                                                         ______________________________________                                          ##STR16##                                                                                                   mp (°C.)/                                 No.  R                        IR (cm.sup.-1)                                   ______________________________________                                          1   methyl                                                                     2   ethyl                                                                      3   n-propyl                                                                   4   iso-propyl                                                                 5   n-butyl                                                                    6   s-butyl                                                                    7   iso-butyl                                                                  8   tert.-butyl                                                                9   pentyl                                                                     10  hexyl                                                                      11  phenyl                                                                     12  2-F-phenyl                                                                 13  3-F-phenyl                                                                 14  4-F-phenyl                                                                 15  2-Cl-phenyl              58-60° C.                                  16  3-Cl-phenyl                                                                17  4-Cl-phenyl                                                                18  2-Br-phenyl                                                                19  3-Br-phenyl                                                                20  4-Br-phenyl                                                                21  2-I-phenyl                                                                 22  3-I-phenyl                                                                 23  4-I-phenyl                                                                 24  2-CH.sub.3 -phenyl       1662, 1494,                                                                    1461, 1240,                                                                    1190, 1122,                                                                    1051, 1025,                                                                    845, 753                                                                       (cm.sup.-1 )                                      25  2-CN-phenyl                                                                26  3-CN-phenyl                                                                27  4-CN-phenyl                                                                28  2,3-F.sub.2 -phenyl                                                        29  2,4-F.sub.2 -phenyl                                                        30  2,3-Cl.sub.2 -phenyl                                                       31  2,4-Cl.sub.2 -phenyl                                                       32  2,5-Cl.sub.2 -phenyl                                                       33  2,6-Cl.sub.2 -phenyl                                                       34  3,4-Cl.sub.2 -phenyl                                                       35  3,5-Cl.sub.2 -phenyl                                                       36  2,4-Br.sub.2 -phenyl                                                       37  2,5-Br.sub.2 -phenyl                                                       38  2,6-Br.sub.2 -phenyl                                                       39  2,4-I.sub.2 -phenyl                                                        40  2-Cl, 3-F-phenyl                                                           41  2-Cl, 4-F-phenyl                                                           42  2-Cl, 5-F-phenyl                                                           43  2-Cl, 6-F-phenyl                                                           44  2-Cl, 3-Br-phenyl                                                          45  2-Cl, 4-Br-phenyl                                                          46  2-Cl, 5-Br-phenyl                                                          47  2-Cl, 6-Br-phenyl                                                          48  2-Br, 3-Cl-phenyl                                                          49  2-Br, 4-Cl-phenyl                                                          50  2-Br, 3-F-phenyl                                                           51  2-Br, 4-F-phenyl                                                           52  2-Br, 5-F-phenyl                                                           53  2-Br, 6-F-phenyl                                                           54  2-F, 3-Cl-phenyl                                                           55  2-F, 4-Cl-phenyl                                                           56  2-F, 5-Cl-phenyl                                                           57  3-Cl, 4-F-phenyl                                                           58  3-Cl, 5-F-phenyl                                                           59  3-Cl, 4-Br-phenyl                                                          60  3-Cl, 5-Br-phenyl                                                          61  3-F, 4-Cl-phenyl                                                           62  3-F, 4-Br-phenyl                                                           63  3-Br, 4-Cl-phenyl                                                          64  3-Br, 4-F-phenyl                                                           65  2,4,6-F.sub.3 -phenyl                                                      66  2,3,4-Cl.sub.3 -phenyl                                                     67  2,3,5-Cl.sub.3 -phenyl                                                     68  2,3,6-Cl.sub.3 -phenyl                                                     69  2,4,5-Cl.sub.3 -phenyl                                                     70  2,4,6-Cl.sub.3 -phenyl                                                     71  3,4,5-Cl.sub.3 -phenyl                                                     72  2,4,6-Br.sub.3 -phenyl                                                     73  2,6-Cl.sub.2 -4-Br-phenyl                                                  74  2,3,4,6-Cl.sub.4 -phenyl                                                   75  2,3,5,6-Cl.sub.4 -phenyl                                                   76  F.sub.5 -phenyl                                                            77  Cl.sub.5 -phenyl                                                           78  Br.sub.5 -phenyl                                                           79  2-CH.sub.3 -phenyl                                                         80  3-CH.sub.3 -phenyl                                                         81  4-CH.sub.3 -phenyl                                                         82  2-C.sub.2 H.sub.5 -phenyl                                                  83  3-C.sub.2 H.sub.5 -phenyl                                                  84  4-C.sub.2 H.sub.5 -phenyl                                                  85  2-n-C.sub.3 H.sub.7 -phenyl                                                86  3-n-C.sub.3 H.sub.7 -phenyl                                                87  4-n-C.sub.3 H.sub.7 -phenyl                                                88  2-i-C.sub.3 H.sub.7 -phenyl                                                89  3-i-C.sub.3 H.sub.7 -phenyl                                                90  4-i-C.sub.3 H.sub.7 -phenyl                                                91  2-s-C.sub.4 H.sub.9 -phenyl                                                92  3-s-C.sub.4 H.sub.9 -phenyl                                                93  4-s-C.sub.4 H.sub.9 -phenyl                                                94  2-t-C.sub.4 H.sub.9 -phenyl                                                95  3-t-C.sub.4 H.sub.9 -phenyl                                                96  4-t-C.sub.4 H.sub.9 -phenyl                                                97  2,3-(CH.sub.3).sub.2 -phenyl                                               98  2,4-(CH.sub.3).sub.2 -phenyl                                               99  2,5-(CH.sub.3).sub.2 -phenyl                                              100  2,6-(CH.sub.3).sub.2 -phenyl                                              101  3,4-(CH.sub.3).sub.2 -phenyl                                              102  3,5-(CH.sub.3).sub.2 -phenyl                                              103  2,3,4-(CH.sub.3).sub.3 -phenyl                                            104  2,3,5-(CH.sub.3).sub.3 -phenyl                                            105  2,3,6-(CH.sub.3).sub.3 -phenyl                                            106  2,4,5-(CH.sub.3).sub.3 -phenyl                                            107  2,4,6-(CH.sub.3).sub.3 -phenyl                                            108  3,4,5-(CH.sub.3).sub.3 -phenyl                                            109  2,3,4,6-(CH.sub.3).sub.4 -phenyl                                          110  2,3,5,6-(CH.sub.3).sub.4 -phenyl                                          111  (CH.sub.3).sub.5 -phenyl                                                  112  2,4-(C.sub.2 H.sub.5).sub.2 -phenyl                                       113  2,6-(C.sub.2 H.sub.5).sub.2 -phenyl                                       114  3,5-(C.sub.2 H.sub.5).sub.2 -phenyl                                       115  2,4,6-(C.sub.2 H.sub.5).sub.3 -phenyl                                     116  2,4-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     117  2,6-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     118  3,5-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     119  2,4,6-(i-C.sub.3 H.sub.7).sub.3 -phenyl                                   120  2,3-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     121  2,4-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     122  2,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     123  2,6-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     124  3,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     125  2,4,6-(t-C.sub.4 H.sub.9).sub.3 -phenyl                                   126  2-t-C.sub.4 H.sub.9, 4-CH.sub.3 -phenyl                                   127  2-t-C.sub.4 H.sub.9, 5-CH.sub.3 -phenyl                                   128  2,6-(t-C.sub.4 H.sub.9).sub.2, 4-CH.sub.3 -phenyl                         129  2-CH.sub.3, 4-t-C.sub.4 H.sub.9 -phenyl                                   130  2-CH.sub.3, 6-t-C.sub.4 H.sub.9 -phenyl                                   131  1-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                   132  2-CH.sub.3, 5-i-C.sub.3 H.sub.7 -phenyl                                   133  3-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                   134  2-i-C.sub.3 H.sub.7, 5-CH.sub.3 -phenyl                                   135  2,4-(t-C.sub.4 H.sub.9).sub.2 -6-i-C.sub.3 H.sub.7 -phenyl                136  2-cyclo-C.sub.6 H.sub.11 -phenyl                                          137  3-cyclo-C.sub.6 H.sub.11 -phenyl                                          138  4-cyclo-C.sub.6 H.sub.11 -phenyl                                          139  2,4-(cyclo-C.sub.6 H.sub.11).sub.2 -6-CH.sub.3 -phenyl                    140  2-CH.sub.3, 4-cyclo-C.sub.6 H.sub.11 -phenyl                              141  2-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        142  3-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        143  4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        144  2-CH.sub.2 C.sub.6 H.sub.5, 4-CH.sub.3 -phenyl                            145  2-CH.sub.3, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                            146  2-C.sub.6 H.sub.5 -phenyl                                                 147  3-C.sub.6 H.sub.5 -phenyl                                                 148  4-C.sub.6 H.sub.5 -phenyl                                                 149  4-(2-i-C.sub.3 H.sub.7C.sub.6 H.sub.4)-phenyl                             150  4-C.sub.6 H.sub.5, 2,6-(CH.sub.3).sub.2 -phenyl                           151  2-Cl, 4-C.sub.6 H.sub.5 -phenyl                                           152  2-Br, 4-C.sub.6 H.sub.5 -phenyl                                           153  2-C.sub.6 H.sub.5, 4-Cl-phenyl                                            154  2-C.sub.6 H.sub.5, 4-Br-phenyl                                            155  2-CH.sub.2 C.sub.6 H.sub.5, 4-Cl-phenyl                                   156  2-CH.sub.2 C.sub.6 H.sub.5, 4-Br-phenyl                                   157  2-Cl, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                  158  2-Br, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                  159  2-cyclo-C.sub.6 H.sub.11, 4-Cl-phenyl                                     160  2-cyclo-C.sub.6 H.sub.11, 4-Br-phenyl                                     161  2-Cl, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                    162  2-Br, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                    163  3-OCH.sub.3 -phenyl                                                       164  2,4-(OCH.sub.3).sub.2 -phenyl                                             165  2-CF.sub.3 -phenyl                                                        166  3-CF.sub.3 -phenyl                                                        167  4-CF.sub.3 -phenyl                                                        168  2-NO.sub.2 -phenyl                                                        169  3-NO.sub.2 -phenyl                                                        170  4-NO.sub.2 -phenyl                                                        171  2-CN-phenyl                                                               172  3-CN-phenyl                                                               173  4-CN-phenyl                                                               174  2-CH.sub.3, 3-Cl-phenyl                                                   175  2-CH.sub.3, 4-Cl-phenyl                                                   176  2-CH.sub.3, 5-Cl-phenyl                                                   177  2-CH.sub.3, 6-Cl-phenyl                                                   178  2-CH.sub.3, 3-F-phenyl                                                    179  2-CH.sub.3, 4-F-phenyl                                                    180  2-CH.sub.3, 5-F-phenyl                                                    181  2-CH.sub.3, 6-F-phenyl                                                    182  2-CH.sub.3, 3-Br-phenyl                                                   183  2-CH.sub.3, 4-Br-phenyl                                                   184  2-CH.sub.3, 5-Br-phenyl                                                   185  2-CH.sub.3, 6-Br-phenyl                                                   186  2-Cl, 3-CH.sub.3 -phenyl                                                  187  2-Cl, 4-CH.sub.3 -phenyl                                                  188  2-Cl, 5-CH.sub.3 -phenyl                                                  189  2-Cl, 3-i-C.sub.3 H.sub.7                                                 190  2-F, 3-CH.sub.3 -phenyl                                                   191  2-F, 4-CH.sub.3 -phenyl                                                   192  2-F, 5-CH.sub.3 -phenyl                                                   193  2-Br, 3-CH.sub.3 -phenyl                                                  194  2-Br, 4-CH.sub.3 -phenyl                                                  195  3-CH.sub.3, 4-Cl-phenyl                                                   196  3-CH.sub.3, 5-Cl-phenyl                                                   197  2-Br, 5-CH.sub.3 -phenyl                                                  198  3-CH.sub.3, 4-F-phenyl                                                    199  3-CH.sub.3, 5-F-phenyl                                                    200  3-CH.sub. 3, 4-Br-phenyl                                                  201  3-CH.sub.3, 5-Br-phenyl                                                   202  3-F, 4-CH.sub.3 -phenyl                                                   203  3-Cl, 4-CH.sub.3 -phenyl                                                  204  3-Br, 4-CH.sub.3 -phenyl                                                  205  2-Cl, 4,5-(CH.sub.3).sub.2 -phenyl                                        206  2-Br, 4,5-(CH.sub.3).sub.2 -phenyl                                        207  2-Cl, 3,5-(CH.sub.3).sub.2 -phenyl                                        208  2-Br, 3,5-(CH.sub.3).sub.2 -phenyl                                        209  2,6-Cl.sub.2, 4-CH.sub.3 -phenyl                                          210  2,6-F.sub.2, 4-CH.sub.3 -phenyl                                           211  2,6-Br.sub.2, 4-CH.sub.3 -phenyl                                          212  2,4-Cl.sub.2, 6-CH.sub.3 -phenyl                                          213  2,4-F.sub.2, 6-CH.sub.3 -phenyl                                           214  2,4-Br.sub.2, 6-CH.sub.3 -phenyl                                          215  2,6-(CH.sub.3).sub.2, 4-F-phenyl                                          216  2,6-(CH.sub.3).sub.2, 4-Cl-phenyl                                         217  2,6-(CH.sub.3).sub.2, 4-Br-phenyl                                         218  3,5-(CH.sub.3).sub.2, 4-F-phenyl                                          219  3,5-(CH.sub.3).sub.2, 4-Cl-phenyl                                         220  3,5-(CH.sub.3).sub.2, 4-Br-phenyl                                         221  2,3,6-(CH.sub.3).sub.3, 4-F-phenyl                                        222  2,3,6-(CH.sub.3).sub.3, 4-Cl-phenyl                                       223  2,3,6-(CH.sub.3).sub.3, 4-Br-phenyl                                       224  2,4-(CH.sub.3).sub.2, 6-F-phenyl                                          225  2,4-(CH.sub.3).sub.2, 6-Cl-phenyl                                         226  2,4-(CH.sub.3).sub.2, 6-Br-phenyl                                         227  2-i-C.sub.3 H.sub.7, 4-Cl, 5-CH.sub.3 -phenyl                             228  2-Cl, 4-NO.sub.2 -phenyl                                                  229  2-NO.sub.2, 4-Cl-phenyl                                                   230  2-OCH.sub.3 , 5-NO.sub.2 -phenyl                                          231  2,4-Cl.sub.2, 5-NO.sub.2 -phenyl                                          232  2,4-Cl.sub.2, 6-NO.sub.2 -phenyl                                          233  2,6-Cl.sub.2, 4-NO.sub.2 -phenyl                                          234  2,6-Br.sub.2, 4-NO.sub.2 -phenyl                                          235  2,6-I.sub.2, 4-NO.sub.2 -phenyl                                           236  2-C.sub.6 H.sub.5 O-phenyl                                                237  3-C.sub.6 H.sub.5 O-phenyl                                                238  4-C.sub.6 H.sub.5 O-phenyl                                                239  3-t-C.sub.4 H.sub.9 O-phenyl                                              240  4-t-C.sub.4 H.sub.9 O-phenyl                                              241  1-naphthyl                                                                242  2-naphthyl                                                                243  2-pyridyl                                                                 244  6-methyl-2-pyridyl                                                        245  6-ethyl-2-pyridyl                                                         246  6-n-propyl-2-pyridyl                                                      247  6-iso-propyl-2-pyridyl                                                    248  6-n-butyl-2-pyridyl                                                       249  6-tert.-butyl-2-pyridyl                                                   250  6-n-pentyl-2-pyridyl                                                      251  6-n-hexyl-2-pyridyl                                                       252  6-phenyl-2-pyridyl                                                        253  6-benzyl-2-pyridyl                                                        254  6-trifluoromethyl-2-pyridyl                                               255  6-methoxy-2-pyridyl                                                       256  6-chloro-2-pyridyl                                                        257  3,6-dimethyl-2-pyridyl                                                    258  3,6-diethyl-2-pyridyl                                                     259  4,6-dimethyl-2-pyridyl                                                    260  5,6-dimethyl-2-pyridyl                                                    261  4-phenyl-6-methyl-2-pyridyl                                               262  4,6-diphenyl-2-pyridyl                                                    263  3,4-dichloro-6-methyl-2-pyridyl                                           264  3,4,5-trichloro-6-phenyl-2-pyridyl                                        265  4-trifluoromethyl-6-methyl-2-pyridyl                                      266  3-cyano-6-methyl-2-pyridyl                                                267  3-cyano-6-ethyl-2-pyridyl                                                 268  3-cyano-6-n-propyl-2-pyridyl                                              269  3-cyano-6-iso-propyl-2-pyridyl                                            270  3-cyano-6-cyclo-propyl-2-pyridyl                                          271  3-cyano-6-n-butyl-2-pyridyl                                               272  3-cyano-6-tert.-butyl-2-pyridyl                                           273  3-cyano-6-cyclo-hexyl-2-pyridyl                                           274  3-cyano-6-phenyl-2-pyridyl                                                275  3-cyano-4,6-dimethyl-2-pyridyl                                            276  3,5,6-trichloro-2-pyridyl                                                 277  5-trifluoromethyl-2-pyridyl                                               278  3-chloro-5-trifluoromethyl-2-pyridyl                                      279  2-quinolyl                                                                280  3-methyl-2-quinolyl                                                       281  4-methyl-2-quinolyl                                                       282  4-ethyl-2-quinolyl                                                        283  4-phenyl-2-quinolyl                                                       284  6-methyl-2-quinolyl                                                       285  6-chloro-2-quinolyl                                                       286  8-methyl-2-quinolyl                                                       287  8-chloro-2-quinolyl                                                       288  3,4-dimethyl-2-quinolyl                                                   289  4-methyl-8-methoxy-2-quinolyl                                             290  4-phenyl-8-ethoxy-2-quinolyl                                              291  4-methyl-8-chloro-2-quinolyl                                              292  4-methyl-8-fluoro-2-quinolyl                                              293  4-quinolyl                                                                294  2-methyl-4-quinolyl                                                       295  2-trifluoromethyl-4-quinolyl                                              296  2-iso-propyl-4-quinolyl                                                   297  2-n-pentyl-4-quinolyl                                                     298  2-phenyl-4-quinolyl                                                       299  2,6-dimethyl-4-quinolyl                                                   300  2-methyl-6-chloro-4-quinolyl                                              301  2-methyl-6-fluoro-4-quinolyl                                              302  8-quinolyl                                                                303  2-methyl-8-quinolyl                                                       304  5,7-dichloro-8-quinolyl                                                   305  4,6-dimethyl-2-pyrimidinyl                                                306  4-trifluoromethyl-2-pyrimidinyl                                           307  4,5,6-trimethyl-2-pyrimidinyl                                             308  4-benzyl-6-methyl-2-pyrimidinyl                                           309  4-methyl-6-phenyl-2-pyrimidinyl                                           310  4,6-dimethyl-5-chloro-2-pyrimidinyl                                       311  2,6-dimethyl-4-pyrimidinyl                                                312  2,6-bis-(trifluoromethyl)-4-pyrimidinyl                                   313  2-iso-propyl-6-methyl-4-pyrimidinyl                                       314  2-cyclo-propyl-6-methyl-4-pyrimidinyl                                     315  2-methyl-6-methoxymethyl-4-pyrimidinyl                                    316  2-iso-propyl-6-methoxymethyl-4-pyrimidinyl                                317  2-phenyl-4-pyrimidinyl                                                    318  3,5-dimethyl-4-pyrimidinyl                                                319  2-methyl-6-trifluoromethyl-4-pyrimidinyl                                  320  2-n-propyl-6-trifluoromethyl-4-pyrimidinyl                                321  2-iso-propyl-6-trifluoromethyl-4-pyrimidinyl                              322  2-methyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                         323  2-n-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                       324  2-iso-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                     325  2-tert.-butyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                    ______________________________________                                    

                  TABLE 13                                                         ______________________________________                                          ##STR17##                                                                                                   mp (°C.)/                                 No.  R                        IR (cm.sup.-1)                                   ______________________________________                                          1   methyl                                                                     2   ethyl                                                                      3   n-propyl                                                                   4   iso-propyl                                                                 5   n-butyl                                                                    6   s-butyl                                                                    7   iso-butyl                                                                  8   tert.-butyl                                                                9   pentyl                                                                     10  hexyl                                                                      11  phenyl                                                                     12  2-F-phenyl                                                                 13  3-F-phenyl                                                                 14  4-F-phenyl                                                                 15  2-Cl-phenyl              1661, 1451,                                                                    1443, 1139,                                                                    1115, 1043,                                                                    1035, 1024,                                                                    846, 749                                          16  3-Cl-phenyl                                                                17  4-Cl-phenyl                                                                18  2-Br-phenyl                                                                19  3-Br-phenyl                                                                20  4-Br-phenyl                                                                21  2-I-phenyl                                                                 22  3-I-phenyl                                                                 23  4-I-phenyl                                                                 24  2-CN-phenyl                                                                25  3-CN-phenyl                                                                26  4-CN-phenyl                                                                27  2,3-F.sub.2 -phenyl                                                        28  2,4-F.sub.2 -phenyl                                                        29  2,3-Cl.sub.2 -phenyl                                                       30  2,4-Cl.sub.2 -phenyl                                                       31  2,5-Cl.sub.2 -phenyl                                                       32  2,6-Cl.sub.2 -phenyl                                                       33  3,4-Cl.sub.2 -phenyl                                                       34  3,5-Cl.sub.2 -phenyl                                                       35  2,4-Br.sub.2 -phenyl                                                       36  2,5-Br.sub.2 -phenyl                                                        37 2,6-Br.sub.2 -phenyl                                                       38  2,4-I.sub.2 -phenyl                                                        39  2-Cl, 3-F-phenyl                                                           40  2-Cl, 4-F-phenyl                                                           41  2-Cl, 5-F-phenyl                                                           42  2-Cl, 6-F-phenyl                                                           43  2-Cl, 3-Br-phenyl                                                          44  2-Cl, 4-Br-phenyl                                                          45  2-Cl, 5-Br-phenyl                                                          46  2-Cl, 6-Br-phenyl                                                          47  2-Br, 3-Cl-phenyl                                                          48  2-Br, 4-Cl-phenyl                                                          49  2-Br, 3-F-phenyl                                                           50  2-Br, 4-F-phenyl                                                           51  2-Br, 5-F-phenyl                                                           52  2-Br, 6-F-phenyl                                                           53  2-F, 3-Cl-phenyl                                                           54  2-F, 4-Cl-phenyl                                                           55  2-F, 5-Cl-phenyl                                                           56  3-Cl, 4-F-phenyl                                                           57  3-Cl, 5-F-phenyl                                                           58  3-Cl, 4-Br-phenyl                                                          59  3-Cl, 5-Br-phenyl                                                          60  3-F, 4-Cl-phenyl                                                           61  3-F, 4-Br-phenyl                                                           62  3-Br, 4-Cl-phenyl                                                          63  3-Br, 4-F-phenyl                                                           64  2,4,6-F.sub.3 -phenyl                                                      65  2,3,4-Cl.sub.3 -phenyl                                                     66  2,3,5-Cl.sub.3 -phenyl                                                     67  2,3,6-Cl.sub.3 -phenyl                                                     68  2,4,5-Cl.sub.3 -phenyl                                                     69  2,4,6-Cl.sub.3 -phenyl                                                     70  3,4,5-Cl.sub.3 -phenyl                                                     71  2,4,6-Br.sub.3 -phenyl                                                     72  2,6-Cl.sub.2 -4-Br-phenyl                                                  73  2,3,4,6-Cl.sub.4 -phenyl                                                   74  2,3,5,6-Cl.sub.4 -phenyl                                                   75  F.sub.5 -phenyl                                                            76  Cl.sub.5 -phenyl                                                           77  Br.sub.5 -phenyl                                                           78  2-CH.sub.3 -phenyl                                                         79  3-CH.sub.3 -phenyl                                                         80  4-CH.sub.3 -phenyl                                                         81  2-C.sub.2 H.sub.5 -phenyl                                                  82  3-C.sub.2 H.sub.5 -phenyl                                                  83  4-C.sub.2 H.sub.5 -phenyl                                                  84  2-n-C.sub.3 H.sub.7 -phenyl                                                85  3-n-C.sub.3 H.sub.7 -phenyl                                                86  4-n-C.sub.3 H.sub.7 -phenyl                                                87  2-i-C.sub.3 H.sub.7 -phenyl                                                88  3-i-C.sub.3 H.sub.7 -phenyl                                                89  4-i-C.sub.3 H.sub.7 -phenyl                                                90  2-s-C.sub.4 H.sub.9 -phenyl                                                91  3-s-C.sub.4 H.sub.9 -phenyl                                                92  4-s-C.sub.4 H.sub.9 -phenyl                                                93  2-t-C.sub.4 H.sub.9 -phenyl                                                94  3-t-C.sub.4 H.sub.9 -phenyl                                                95  4-t-C.sub.4 H.sub.9 -phenyl                                                96  2,3-(CH.sub.3).sub.2 -phenyl                                               97  2,4-(CH.sub.3).sub.2 -phenyl                                               98  2,5-(CH.sub.3).sub.2 -phenyl                                               99  2,6-(CH.sub.3).sub.2 -phenyl                                              100  3,4-(CH.sub.3).sub.2 -phenyl                                              101  3,5-(CH.sub.3).sub.2 -phenyl                                              102  2,3,4-(CH.sub.3).sub.3 -phenyl                                            103  2,3,5-(CH.sub.3).sub.3 -phenyl                                            104  2,3,6-(CH.sub.3).sub.3 -phenyl                                            105  2,4,5-(CH.sub.3).sub.3 -phenyl                                            106  2,4,6-(CH.sub.3).sub.3 -phenyl                                            107  3,4,5-(CH.sub.3).sub.3 -phenyl                                            108  2,3,4,6-(CH.sub.3).sub.4 -phenyl                                          109  2,3,5,6-(CH.sub.3).sub.4 -phenyl                                          110  (CH.sub.3).sub.5 -phenyl                                                  111  2,4-(C.sub.2 H.sub.5).sub.2 -phenyl                                       112  2,6-(C.sub.2 H.sub.5).sub.2 -phenyl                                       113  3,5-(C.sub.2 H.sub.5).sub.2 -phenyl                                       114  2,4,6-(C.sub.2 H.sub.5).sub.3 -phenyl                                     115  2,4-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     116  2,6-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     117  3,5-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     118  2,4,6-(i-C.sub.3 H.sub.7).sub.3 -phenyl                                   119  2,3-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     120  2,4-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     121  2,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     122  2,6-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     123  3,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     124  2,4,6-(t-C.sub.4 H.sub.9).sub.3 -phenyl                                   125  2-t-C.sub.4 H.sub.9, 4-CH.sub.3 -phenyl                                   126  2-t-C.sub.4 H.sub.9, 5-CH.sub.3 -phenyl                                   127  2,6-(t-C.sub.4 H.sub.9).sub.2, 4-CH.sub.3 -phenyl                         128  2-CH.sub.3, 4-t-C.sub.4 H.sub.9 -phenyl                                   129  2-CH.sub.3, 6-t-C.sub.4 H.sub.9 -phenyl                                   130  2-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                   131  2-CH.sub.3, 5-i-C.sub.3 H.sub.7 -phenyl                                   132  3-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                   133  2-i-C.sub.3 H.sub.7, 5-CH.sub.3 -phenyl                                   134  2,4-(t-C.sub.4 H.sub.9).sub.2 -6-i-C.sub.3 H.sub.7 -phenyl                135  2-cyclo-C.sub.6 H.sub.11 -phenyl                                          136  3-cyclo-C.sub.6 H.sub.11 -phenyl                                          137  4-cyclo-C.sub.6 H.sub.11 -phenyl                                          138  2,4-(cyclo-C.sub.6 H.sub.11).sub.2 -6-CH.sub.3 -phenyl                    139  2-CH.sub.3, 4-cyclo-C.sub.6 H.sub.11 -phenyl                              140  2-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        141  3-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        142  4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        143  2-CH.sub.2 C.sub.6 H.sub.5, 4-CH.sub.3 -phenyl                            144  2-CH.sub.3, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                            145  2-C.sub.6 H.sub.5 -phenyl                                                 146  3-C.sub.6 H.sub.5 -phenyl                                                 147  4-C.sub.6 H.sub.5 -phenyl                                                 148  4-(2-i-C.sub.3 H.sub.7C.sub.6 H.sub.4)-phenyl                             149  4-C.sub.6 H.sub.5, 2,6-(CH.sub.3).sub.2 -phenyl                           150  2-Cl, 4-C.sub.6 H.sub.5 -phenyl                                           151  2-Br, 4-C.sub.6 H.sub.5 -phenyl                                           152  2-C.sub.6 H.sub.5, 4-Cl-phenyl                                            153  2-C.sub.6 H.sub.5, 4-Br-phenyl                                            154  2-CH.sub.2 C.sub.6 H.sub.5, 4-Cl-phenyl                                   155  2-CH.sub.2 C.sub.6 H.sub.5, 4-Br-phenyl                                   156  2-Cl, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                  157  2-Br, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                  158  2-cyclo-C.sub.6 H.sub.11, 4-Cl-phenyl                                     159  2-cyclo-C.sub.6 H.sub.11, 4-Br-phenyl                                     160  2-Cl, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                    161  2-Br, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                    162  3-OCH.sub.3 -phenyl                                                       163  2,4-(OCH.sub.3).sub.2 -phenyl                                             164  2-CF.sub.3 -phenyl                                                        165  3-CF.sub.3 -phenyl                                                        166  4-CF.sub.3 -phenyl                                                        167  2-NO.sub.2 -phenyl                                                        168  3-NO.sub.2 -phenyl                                                        169  4-NO.sub.2 -phenyl                                                        170  2-CN-phenyl                                                               171  3-CN-phenyl                                                               172  4-CN-phenyl                                                               173  2-CH.sub.3, 3-Cl-phenyl                                                   174  2-CH.sub.3, 4-Cl-phenyl                                                   175  2-CH.sub.3, 5-Cl-phenyl                                                   176  2-CH.sub.3, 6-Cl-phenyl                                                   177  2-CH.sub.3, 3-F-phenyl                                                    178  2-CH.sub.3, 4-F-phenyl                                                    179  2-CH.sub.3, 5-F-phenyl                                                    180  2-CH.sub.3, 6-F-phenyl                                                    181  2-CH.sub.3, 3-Br-phenyl                                                   182  2-CH.sub.3, 4-Br-phenyl                                                   183  2-CH.sub.3, 5-Br-phenyl                                                   184  2-CH.sub.3, 6-Br-phenyl                                                   185  2-Cl, 3-CH.sub.3 -phenyl                                                  186  2-Cl, 4-CH.sub.3 -phenyl                                                  187  2-Cl, 5-CH.sub.3 -phenyl                                                  188  2-Cl, 3-i-C.sub.3 H.sub.7                                                 189  2-F, 3-CH.sub.3 -phenyl                                                   190  2-F, 4-CH.sub.3 -phenyl                                                   191  2-F, 5-CH.sub.3 -phenyl                                                   192  2-Br, 3-CH.sub.3 -phenyl                                                  193  2-Br, 4-CH.sub.3 -phenyl                                                  194  3-CH.sub.3, 4-Cl-phenyl                                                   195  3-CH.sub.3, 5-Cl-phenyl                                                   196  2-Br, 5-CH.sub.3 -phenyl                                                  197  3-CH.sub.3, 4-F-phenyl                                                    198  3-CH.sub.3, 5-F-phenyl                                                    199  3-CH.sub.3, 4-Br-phenyl                                                   200  3-CH.sub.3, 5-Br-phenyl                                                   201  3-F, 4-CH.sub.3 -phenyl                                                   202  3-Cl, 4-CH.sub.3 -phenyl                                                  203  3-Br, 4-CH.sub.3 -phenyl                                                  204  2-Cl, 4,5-(CH.sub.3).sub.2 -phenyl                                        205  2-Br, 4,5-(CH.sub.3).sub.2 -phenyl                                        206  2-Cl, 3,5-(CH.sub.3).sub.2 -phenyl                                        207  2-Br, 3,5-(CH.sub.3).sub.2 -phenyl                                        208  2,6-Cl.sub.2, 4-CH.sub.3 -phenyl                                          209  2,6-F.sub.2, 4-CH.sub.3 -phenyl                                           210  2,6-Br.sub.2, 4-CH.sub.3 -phenyl                                          211  2,4-Cl.sub.2, 6-CH.sub.3 -phenyl                                          212  2,4-F.sub.2, 6-CH.sub.3 -phenyl                                           213  2,4-Br.sub.2, 6-CH.sub.3 -phenyl                                          214  2,6-(CH.sub.3).sub.2, 4-F-phenyl                                          215  2,6-(CH.sub.3).sub.2, 4-Cl-phenyl                                         216  2,6-(CH.sub.3).sub.2, 4-Br-phenyl                                         217  3,5-(CH.sub.3).sub.2, 4-F-phenyl                                          218  3,5-(CH.sub.3).sub.2, 4-Cl-phenyl                                         219  3,5-(CH.sub.3).sub.2, 4-Br-phenyl                                         220  2,3,6-(CH.sub.3).sub.3, 4-F-phenyl                                        221  2,3,6-(CH.sub.3).sub.3, 4-Cl-phenyl                                       222  2,3,6-(CH.sub.3).sub.3, 4-Br-phenyl                                       223  2,4-(CH.sub.3).sub.2, 6-F-phenyl                                          224  2,4-(CH.sub.3).sub.2, 6-Cl-phenyl                                         225  2,4-(CH.sub.3).sub.2, 6-Br-phenyl                                         226  2-i-C.sub.3 H.sub.7, 4-Cl, 5-CH.sub.3 -phenyl                             227  2-Cl, 4-NO.sub.2 -phenyl                                                  228  2-NO.sub.2, 4-Cl-phenyl                                                   229  2-OCH.sub.3, 5-NO.sub.2 -phenyl                                           230  2,4-Cl.sub.2, 5-NO.sub.2 -phenyl                                          231  2,4-Cl.sub.2 , 6-NO.sub.2 -phenyl                                         232  2,6-Cl.sub.2, 4-NO.sub.2 -phenyl                                          233  2,6-Br.sub.2, 4-NO.sub.2 -phenyl                                          234  2,6-I.sub.2, 4-NO.sub.2 -phenyl                                           235  2-C.sub.6 H.sub.5 O-phenyl                                                236  3-C.sub.6 H.sub.5 O-phenyl                                                237  4-C.sub.6 H.sub.5 O-phenyl                                                238  3-t-C.sub.4 H.sub.9 O-phenyl                                              239  4-t-C.sub.4 H.sub.9 O-phenyl                                              240  1-naphthyl                                                                241  2-naphthyl                                                                242  2-pyridyl                                                                 243  6-methyl-2-pyridyl       89-94° C.                                 244  6-ethyl-2-pyridyl                                                         245  6-n-propyl-2-pyridyl                                                      246  6-iso-propyl-2-pyridyl                                                    247  6-n-butyl-2-pyridyl                                                       248  6-tert.-butyl-2-pyridyl                                                   249  6-n-pentyl-2-pyridyl                                                      250  6-n-hexyl-2-pyridyl                                                       251  6-phenyl-2-pyridyl                                                        252  6-benzyl-2-pyridyl                                                        253  6-trifluoromethyl-2-pyridyl                                               254  6-methoxy-2-pyridyl                                                       255  6-chloro-2-pyridyl                                                        256  3,6-dimethyl-2-pyridyl                                                    257  3,6-diethyl-2-pyridyl                                                     258  4,6-dimethyl-2-pyridyl                                                    259  5,6-dimethyl-2-pyridyl                                                    260  4-phenyl-6-methyl-2-pyridyl                                               261  4,6-diphenyl-2-pyridyl                                                    262  3,4-dichloro-6-methyl-2-pyridyl                                           263  3,4,5-trichloro-6-phenyl-2-pyridyl                                        264  4-trifluoromethyl-6-methyl-2-pyridyl                                      265  3-cyano-6-methyl-2-pyridyl                                                266  3-cyano-6-ethyl-2-pyridyl                                                 267  3-cyano-6-n-propyl-2-pyridyl                                              268  3-cyano-6-iso-propyl-2-pyridyl                                            269  3-cyano-6-cyclo-propyl-2-pyridyl                                          270  3-cyano-6-n-butyl-2-pyridyl                                               271  3-cyano-6-tert.-butyl-2-pyridyl                                           272  3-cyano-6-cyclo-hexyl-2-pyridyl                                           273  3-cyano-6-phenyl-2-pyridyl                                                274  3-cyano-4,6-dimethyl-2-pyridyl                                            275  3,5,6-trichloro-2-pyridyl                                                 276  5-trifluoromethyl-2-pyridyl                                               277  3-chloro-5-trifluoromethyl-2-pyridyl                                      278  2-quinolyl                                                                279  3-methyl-2-quinolyl                                                       280  4-methyl-2-quinolyl                                                       281  4-ethyl-2-quinolyl                                                        282  4-phenyl-2-quinolyl                                                       283  6-methyl-2-quinolyl                                                       284  6-chloro-2-quinolyl                                                       285  8-methyl-2-quinolyl                                                       286  8-chloro-2-quinolyl                                                       287  3,4-dimethyl-2-quinolyl                                                   288  4-methyl-8-methoxy-2-quinolyl                                             289  4-phenyl-8-ethoxy-2-quinolyl                                              290  4-methyl-8-chloro-2-quinolyl                                              291  4-methyl-8-fluoro-2-quinolyl                                              292  4-quinolyl                                                                293  2-methyl-4-quinolyl                                                       294  2-trifluoromethyl-4-quinolyl                                              295  2-iso-propyl-4-quinolyl                                                   296  2-n-pentyl-4-quinolyl                                                     297  2-phenyl-4-quinolyl                                                       298  2,6-dimethyl-4-quinolyl                                                   299  2-methyl-6-chloro-4-quinolyl                                              300  2-methyl-6-fluoro-4-quinolyl                                              301  8-quinolyl                                                                302  2-methyl-8-quinolyl                                                       303  5,7-dichloro-8-quinolyl                                                   304  4,6-dimethyl-2-pyrimidinyl                                                305  4-trifluoromethyl-2-pyrimidinyl                                           306  4,5,6-trimethyl-2-pyrimidinyl                                             307  4-benzyl-6-methyl-2-pyrimidinyl                                           308  4-methyl-6-phenyl-2-pyrimidinyl                                           309  4,6-dimethyl-5-chloro-2-pyrimidinyl                                       310  2,6-dimethyl-4-pyrimidinyl                                                311  2,6-bis-(trifluoromethyl)-4-pyrimidinyl                                   312  2-iso-propyl-6-methyl-4-pyrimidinyl                                       313  2-cyclo-propyl-6-methyl-4-pyrimidinyl                                     314  2-methyl-6-methoxymethyl-4-pyrimidinyl                                    315  2-iso-propyl-6-methoxymethyl-4-pyrimidinyl                                316  2-phenyl-4-pyrimidinyl                                                    317  3,5-dimethyl-4-pyrimidinyl                                                318  2-methyl-6-trifluoromethyl-4-pyrimidinyl                                  319  2-n-propyl-6-trifluoromethyl-4-pyrimidinyl                                320  2-iso-propyl-6-trifluoromethyl-4-pyrimidinyl                              321  2-methyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                         322  2-n-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                       323  2-iso-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                     324  2-tert.-butyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                    325  6-EtO-benzothiazol-2-yl                                                   326  benzoxazol-2-yl                                                           327  1-Me-imidazol-2-yl                                                        328  4-but-1H-imidazol-2-yl                                                    329  2-thiazolin-2-yl                                                          330  5-CF.sub.3 -benzimidazol-2-yl                                             331  1-Ph-tetrazol-5-yl                                                        332  5-CF.sub.3 benzothiazol-2-yl                                              333  4,4,-Me.sub.2 -5-methylene-2-thiazolin-2-yl                               334  6-Cl-4-Me-benzothiazol-2-yl                                               335  5-Me-benzothiazol-2-yl                                                    336  4-Cl-benzothiazol-2-yl                                                    337  1-(3-NO.sub.2 -Ph)tetrazol-5-yl                                           338  2-thienyl                                                                 339  5-Me-benzoxazol-2-yl                                                      340  7-Cl-benzothiazol-2-yl                                                    341  5,6-Cl.sub.3 -1H-benzimidazol-2-yl                                        342  5-Cl-benzoxazol-2-yl                                                      343  6-Cl-benzothiazol-2-yl                                                    344  2-Ph-thiazol-2-yl                                                         345  3-CN-4,6-Me.sub.2 -2-pyridyl                                              346  1-Ph-1,2,4-triazol-3-yl                                                   347  1-Pri-benzimidazol-2-yl                                                   348  5-Br-benzothiazol-2-yl                                                    349  5-Br-1H-benzimidazol-2-yl                                                 350  7-Cl-4-MeO-benzothiazol-2-yl                                              351  1H-benzimidazol-2-yl                                                      352  5-Cl-benzothiazol-2-yl                                                    353  5-NO.sub.2 -benzoxazol-2-yl                                               354  5-t-Bu-benzoxazol-2-yl                                                    355  4,6,7-Cl.sub.3 -benzothiozol-2-yl                                         356  5-Ph-thiazol-2-yl                                                         357  5,7-Me.sub.2 -benzoxazol-2-yl                                             358  6-Me-benzoxazol-2-yl                                                      359  1,2,4-triazin-3-yl                                                        360  6-Pr-benzothiazol-2-yl                                                    361  6-PhO-benzothiazol-2-yl                                                   362  4-(4-Cl-Ph)-thiazol-2-yl                                                  363  4-(4-MePh)-thiazol-2-yl                                                   364  5-Me-4-Ph-thiazol-2-yl                                                    365  5-Cl-1-H-benzimidazol-2-yl                                                366  5-Ph-1,2,4-triazol-3-yl                                                   367  3-Ph-1,2,4-thiadiazol-5-yl                                                ______________________________________                                    

                  TABLE 14                                                         ______________________________________                                          ##STR18##                                                                     No.       R         mp (°C.)/IR (cm.sup.-1)                             ______________________________________                                          1        H                                                                     2        methyl                                                                3        ethyl                                                                 4        n-propyl                                                              5        i-propyl                                                              6        n-butyl                                                               7        i-butyl                                                               8        s-butyl                                                               9        t-butyl                                                              10        pentyl                                                               11        hexyl                                                                12        phenyl                                                               13        1-naphthyl                                                           14        2-naphthyl                                                           15        3-phenanthrenyl                                                      16        2-fluorophenyl                                                       17        3-fluorophenyl                                                       18        4-fluorophenyl                                                       19        2-chlorophenyl                                                       20        3-chlorophenyl                                                       21        4-chlorophenyl                                                       22        2-bromophenyl                                                        23        3-bromophenyl                                                        24        4-bromophenyl                                                        25        2-iodophenyl                                                         26        3-iodophenyl                                                         27        4-iodophenyl                                                         28        2-NO.sub.2 -phenyl                                                   29        3-NO.sub.3 -phenyl                                                   30        4-NO.sub.2 -phenyl                                                   31        2-CH.sub.3 -phenyl                                                   32        3-CH.sub.3 -phenyl                                                   33        4-CH.sub.3 -phenyl                                                   34        2-OMe-phenyl                                                         35        3-OMe-phenyl                                                         36        4-OMe-phenyl                                                         37        2-CF.sub.3 -phenyl                                                   38        3-CF.sub.3 -phenyl                                                   39        4-CF.sub.3 -phenyl                                                   40        2-Ph-phenyl                                                          41        3-Ph-phenyl                                                          42        4-Ph-phenyl                                                          43        2-PhO-phenyl                                                         44        3-PhO-phenyl                                                         45        4-PhO-phenyl                                                         46        2-pyridyl                                                            47        2-pyrimidyl                                                          48        2-quinalinyl                                                         49        2-pyrryl                                                             50        2-thienyl                                                            51        2-furyl                                                              52        2-imidazolyl                                                         ______________________________________                                    

                  TABLE 15                                                         ______________________________________                                          ##STR19##                                                                     No.       R         mp (°C.)/IR (cm.sup.-1)                             ______________________________________                                          1        H                                                                     2        methyl                                                                3        ethyl                                                                 4        n-propyl                                                              5        i-propyl                                                              6        n-butyl                                                               7        i-butyl                                                               8        s-butyl                                                               9        t-butyl                                                              10        pentyl                                                               11        hexyl                                                                12        phenyl                                                               13        1-naphthyl                                                           14        21-naphthyl                                                          15        3-phenanthrenyl                                                      16        2-fluorophenyl                                                       17        3-fluorophenyl                                                       18        4-fluorophenyl                                                       19        2-chlorophenyl                                                       20        3-chlorophenyl                                                       21        4-chlorophenyl                                                       22        2-bromophenyl                                                        23        3-bromophenyl                                                        24        4-bromophenyl                                                        25        2-iodophenyl                                                         26        3-iodophenyl                                                         27        4-iodophenyl                                                         28        2-NO.sub.2 -phenyl                                                   29        3-NO.sub.3 -phenyl                                                   30        4-NO.sub.2 -phenyl                                                   31        2-CH.sub.3 -phenyl                                                   32        3-CH.sub.3 -phenyl                                                   33        4-CH.sub.3 -phenyl                                                   34        2-OMe-phenyl                                                         35        3-OMe-phenyl                                                         36        4-OMe-phenyl                                                         37        2-CF.sub.3 -phenyl                                                   38        3-CF.sub.3 -phenyl                                                   39        4-CF.sub.3 -phenyl                                                   40        2-Ph-phenyl                                                          41        3-Ph-phenyl                                                          42        4-Ph-phenyl                                                          43        2-PhO-phenyl                                                         44        3-PhO-phenyl                                                         45        4-PhO-phenyl                                                         46        2-pyridyl                                                            47        2-pyrimidyl                                                          48        2-quinalinyl                                                         49        2-pyrryl                                                             50        2-thienyl                                                            51        2-furyl                                                              52        2-imidazolyl                                                         ______________________________________                                    

                  TABLE 16                                                         ______________________________________                                          ##STR20##                                                                     No.       R         mp (°C.)/IR (cm.sup.-1)                             ______________________________________                                          1        H                                                                     2        methyl                                                                3        ethyl                                                                 4        n-propyl                                                              5        i-propyl                                                              6        n-butyl                                                               7        i-butyl                                                               8        s-butyl                                                               9        t-butyl                                                              10        pentyl                                                               11        hexyl                                                                12        phenyl                                                               13        1-naphthyl                                                           14        2-naphthyl                                                           15        3-phenanthrenyl                                                      16        2-fluorophenyl                                                       17        3-fluorophenyl                                                       18        4-fluorophenyl                                                       19        2-chlorophenyl                                                       20        3-chlorophenyl                                                       21        4-chlorophenyl                                                       22        2-bromophenyl                                                        23        3-bromophenyl                                                        24        4-bromophenyl                                                        25        2-iodophenyl                                                         26        3-iodophenyl                                                         27        4-iodophenyl                                                         28        2-NO.sub.2 -phenyl                                                   29        3-NO.sub.3 -phenyl                                                   30        4-NO.sub.2 -phenyl                                                   31        2-CH.sub.3 -phenyl                                                   32        3-CH.sub.3 -phenyl                                                   33        4-CH.sub.3 -phenyl                                                   34        2-OMe-phenyl                                                         35        3-OMe-phenyl                                                         36        4-OMe-phenyl                                                         37        2-CF.sub.3 -phenyl                                                   38        3-CF.sub.3 -phenyl                                                   39        4-CF.sub.3 -phenyl                                                   40        2-Ph-phenyl                                                          41        3-Ph-phenyl                                                          42        4-Ph-phenyl                                                          43        2-PhO-phenyl                                                         44        3-PhO-phenyl                                                         45        4-PhO-phenyl                                                         46        2-pyridyl                                                            47        2-pyrimidyl                                                          48        2-quinalinyl                                                         49        2-pyrryl                                                             50        2-thienyl                                                            51        2-furyl                                                              52        2-imidazolyl                                                         ______________________________________                                    

                  TABLE 17                                                         ______________________________________                                          ##STR21##                                                                     No.       R         mp (°C.)/IR (cm.sup.-1)                             ______________________________________                                          1        methyl                                                                2        methyl                                                                3        ethyl                                                                 4        n-propyl                                                              5        i-propyl                                                              6        n-butyl                                                               7        i-butyl                                                               8        s-butyl                                                               9        t-butyl                                                              10        pentyl                                                               11        hexyl                                                                12        phenyl                                                               13        1-naphthyl                                                           14        2-naphthyl                                                           15        3-phenanthrenyl                                                      16        2-fluorophenyl                                                       17        3-fluorophenyl                                                       18        4-fluorophenyl                                                       19        2-chlorophenyl                                                       20        3-chlorophenyl                                                       21        4-chlorophenyl                                                       22        2-bromophenyl                                                        23        3-bromophenyl                                                        24        4-bromophenyl                                                        25        2-iodophenyl                                                         26        3-iodophenyl                                                         27        4-iodophenyl                                                         28        2-NO.sub.2 -phenyl                                                   29        3-NO.sub.3 -phenyl                                                   30        4-NO.sub.2 -phenyl                                                   31        2-CH.sub.3 -phenyl                                                   32        3-CH.sub.3 -phenyl                                                   33        4-CH.sub.3 -phenyl                                                   34        2-OMe-phenyl                                                         35        3-OMe-phenyl                                                         36        4-OMe-phenyl                                                         37        2-CF.sub.3 -phenyl                                                   38        3-CF.sub.3 -phenyl                                                   39        4-CF.sub.3 -phenyl                                                   40        2-Ph-phenyl                                                          41        3-Ph-phenyl                                                          42        4-Ph-phenyl                                                          43        2-PhO-phenyl                                                         44        3-PhO-phenyl                                                         45        4-PhO-phenyl                                                         46        2-pyridyl                                                            47        2-pyrimidyl                                                          48        2-quinalinyl                                                         49        2-pyrryl                                                             50        2-thienyl                                                            51        2-furyl                                                              52        2-imidazolyl                                                         ______________________________________                                    

                  TABLE 18                                                         ______________________________________                                          ##STR22##                                                                     No.       R              mp (°C.)/IR (cm.sup.-1)                        ______________________________________                                          1        H                                                                     2        methyl                                                                3        ethyl                                                                 4        n-propyl                                                              5        i-propyl                                                              6        n-butyl                                                               7        i-butyl                                                               8        s-butyl                                                               9        t-butyl                                                              10        pentyl                                                               11        hexyl                                                                12        phenyl                                                               13        1-naphthyl                                                           14        2-naphthyl                                                           15        3-phenanthrenyl                                                      16        2-fluorophenyl                                                       17        3-fluorophenyl                                                       18        4-fluorophenyl                                                       19        2-chlorophenyl                                                       20        3-chlorophenyl                                                       21        4-chlorophenyl                                                       22        2-bromophenyl                                                        23        3-bromophenyl                                                        24        4-bromophenyl                                                        25        2-iodophenyl                                                         26        3-iodophenyl                                                         27        4-iodophenyl                                                         28        2-NO.sub.2 -phenyl                                                   29        3-NO.sub.2 -phenyl                                                   30        4-NO.sub.2 -phenyl                                                   31        2-CH.sub.3 -phenyl                                                   32        3-CH.sub.3 -phenyl                                                   33        4-CH.sub.3 -phenyl                                                   34        2-OMe-phenyl                                                         35        3-OMe-phenyl                                                         36        4-OMe-phenyl                                                         37        2-CF.sub.3 -phenyl                                                   38        3-CF.sub.3 -phenyl                                                   39        4-CF.sub.3 -phenyl                                                   40        2-Ph-phenyl                                                          41        3-Ph-phenyl                                                          42        4-Ph-phenyl                                                          43        2-PhO-phenyl                                                         44        3-PhO-phenyl                                                         45        4-PhO-phenyl                                                         46        2-pyridyl                                                            47        2-pyrimidyl                                                          48        2-quinalinyl                                                         49        2-pyrryl                                                             50        2-thienyl                                                            51        2-furyl                                                              52        2-imidazolyl                                                         ______________________________________                                    

                  TABLE 19                                                         ______________________________________                                          ##STR23##                                                                     No.  R                   mp (°C.)/IR (cm.sup.-1)                        ______________________________________                                          1   methyl                                                                     2   ethyl                                                                      3   n-propyl                                                                   4   iso-propyl                                                                 5   n-butyl                                                                    6   s-butyl                                                                    7   iso-butyl                                                                  8   tert.-butyl                                                                9   pentyl                                                                     10  hexyl                                                                      11  phenyl                                                                     12  2-F-phenyl                                                                 13  3-F-phenyl                                                                 14  4-F-phenyl                                                                 15  2-Cl-phenyl                                                                16  3-Cl-phenyl                                                                17  4-Cl-phenyl                                                                18  2-Br-phenyl                                                                19  3-Br-phenyl                                                                20  4-Br-phenyl                                                                21  2-I-phenyl                                                                 22  3-I-phenyl                                                                 23  4-I-phenyl                                                                 24  2-CN-phenyl                                                                25  3-CN-phenyl                                                                26  4-CN-phenyl                                                                27  2,3-F.sub.2 -phenyl                                                        28  2,4-F.sub.2 -phenyl                                                        29  2,3-Cl.sub.2 -phenyl                                                       30  2,4-Cl.sub.2 -phenyl                                                       31  2,5-Cl.sub.2 -phenyl                                                       32  2,6-Cl.sub.2 -phenyl                                                       33  3,4-Cl.sub.2 -phenyl                                                       34  3,5-Cl.sub.2 -phenyl                                                       35  2,4-Br.sub.2 -phenyl                                                       36  2,5-Br.sub.2 -phenyl                                                       37  2,6-Br.sub.2 -phenyl                                                       38  2,4-I.sub.2 -phenyl                                                        39  2-Cl, 3-F-phenyl                                                           40  2-Cl, 4-F-phenyl                                                           41  2-Cl, 5-F-phenyl                                                           42  2-Cl, 6-F-phenyl                                                           43  2-Cl, 3-Br-phenyl                                                          44  2-Cl, 4-Br-phenyl                                                          45  2-Cl, 5-Br-phenyl                                                          46  2-Cl, 6-Br-phenyl                                                          47  2-Br, 3-Cl-phenyl                                                          48  2-Br, 4-Cl-phenyl                                                          49  2-Br, 3-F-phenyl                                                           50  2-Br, 4-F-phenyl                                                           51  2-Br, 5-F-phenyl                                                           52  2-Br, 6-F-phenyl                                                           53  2-F, 3-Cl-phenyl                                                           54  2-F, 4-Cl-phenyl                                                           55  2-F, 5-Cl-phenyl                                                           56  3-Cl, 4-F-phenyl                                                           57  3-Cl, 5-F-phenyl                                                           58  3-Cl, 4-Br-phenyl                                                          59  3-Cl, 5-Br-phenyl                                                          60  3-F, 4-Cl-phenyl                                                           61  3-F, 4-Br-phenyl                                                           62  3-Br, 4-Cl-phenyl                                                          63  3-Br, 4-F-phenyl                                                           64  2,4,6-F.sub.3 -phenyl                                                      65  2,3,4,-Cl.sub.3 -phenyl                                                    66  2,3,5-Cl.sub.3 -phenyl                                                     67  2,3,6-Cl.sub.3 -phenyl                                                     68  2,4,5-Cl.sub.3 -phenyl                                                     69  2,4,6-Cl.sub.3 -phenyl                                                     70  3,4,5-Cl.sub.3 -phenyl                                                     71  2,4,6-BrS-phenyl                                                           72  2,6-Cl.sub.2 -4-Br-phenyl                                                  73  2,3,4,6-Cl.sub.4 -phenyl                                                   74  2,3,5,6-Cl.sub.4 -phenyl                                                   75  F.sub.5 -phenyl                                                            76  Cl.sub.5 -phenyl                                                           77  Br.sub.5 -phenyl                                                           78  2-CH.sub.3 -phenyl                                                         79  3-CH.sub.3 -phenyl                                                         80  4-CH.sub.3 -phenyl                                                         81  2-C.sub.2 H.sub.5 -phenyl                                                  82  3-C.sub.2 H.sub.5 -phenyl                                                  83  4-C.sub.2 H.sub.5 -phenyl                                                  84  2-n-C.sub.3 H.sub.7 -phenyl                                                85  3-n-C.sub.3 H.sub. 7 -phenyl                                               86  4-n-C.sub.3 H.sub.7 -phenyl                                                87  2-i-C.sub.3 H.sub.7 -phenyl                                                88  3-i-C.sub.3 H.sub.7 -phenyl                                                89  4-i-C.sub.3 H.sub.7 -phenyl                                                90  2-s-C.sub.4 H.sub.9 -phenyl                                                91  3-s-C.sub.4 H.sub.9 -phenyl                                                92  4-s-C.sub.4 H.sub.9 -phenyl                                                93  2-t-C.sub.4 H.sub.9 -phenyl                                                94  3-t-C.sub.4 H.sub.9 -phenyl                                                95  4-t-C.sub.4 H.sub.9 -phenyl                                                96  2,3-(CH.sub.3).sub.2 -phenyl                                               97  2,4-(CH.sub.3).sub.2 -phenyl                                               98  2,5-(CH.sub.3).sub.2 -phenyl                                               99  2,6-(CH.sub.3).sub.2 -phenyl                                              100  3,4-(CH.sub.3).sub.2 -phenyl                                              101  3,5-(CH.sub.3).sub.2 -phenyl                                              102  2,3,4-(CH.sub.3).sub.3 -phenyl                                            103  2,3,5-(CH.sub.3).sub.3 -phenyl                                            104  2,3,6-(CH.sub.3).sub.3 -phenyl                                            105  2,4,5-(CH.sub.3).sub.3 -phenyl                                            106  2,4,6-(CH.sub.3).sub.3 -phenyl                                            107  3,4,5-(CH.sub.3).sub.3 -phenyl                                            108  2,3,4,6-(CH.sub.3).sub.4 -phenyl                                          109  2,3,5,6-(CH.sub.3).sub.4 -phenyl                                          110  (CH.sub.3).sub.5 -phenyl                                                  111  2,4-(C.sub.2 H.sub.5).sub.2 -phenyl                                       112  2,6-(C.sub.2 H.sub.5).sub.2 -phenyl                                       113  3,5-(C.sub.2 H.sub.5).sub.2 -phenyl                                       114  2,4,6-(C.sub.2 H.sub.5).sub.3 -phenyl                                     115  2,4-(i-C.sub. 3 H.sub.7).sub.2 -phenyl                                    116  2,6-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     117  3,5-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     118  2,4,6-(i-C.sub.3 H.sub.7).sub.3 -phenyl                                   119  2,3-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     120  2,4-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     121  2,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     122  2,6-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     123  3,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     124  2,4,6-(t-C.sub.4 H.sub.9).sub.3 -phenyl                                   125  2-t-C.sub.4 H.sub.9, 4-CH.sub.3 -phenyl                                   126  2-t-C.sub.4 H.sub.9, 5-CH.sub.3 -phenyl                                   127  2,6-(t-C.sub.4 H.sub.9).sub.2, 4-CH.sub.3 -phenyl                         128  2-CH.sub.3, 4-t-C.sub.4 H.sub.9 -phenyl                                   129  2-CH.sub.3, 6-t-C.sub.4 H.sub.9 -phenyl                                   130  2-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                   131  2-CH.sub.3, 5-i-C.sub.3 H.sub.7 -phenyl                                   132  3-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                   133  2-i-C.sub.3 H.sub.7, 5-CH.sub.3 -phenyl                                   134  2,4-(t-C.sub.4 H.sub.9).sub.2 -6-i-C.sub.3 H.sub.7 -phenyl                135  2-cyclo-C.sub.6 H.sub.11 -phenyl                                          136  3-cyclo-C.sub.6 H.sub.11 -phenyl                                          137  4-cyclo-C.sub.6 H.sub.11 -phenyl                                          138  2,4-(cyclo-C.sub.6 H.sub.11).sub.2 -6-CH.sub.3 -phenyl                    139  2-CH.sub.3, 4-cyclo-C.sub.6 H.sub.11 -phenyl                              140  2-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        141  3-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        142  4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        143  2-CH.sub.2 C.sub.6 H.sub.5, 4-CH.sub.3 -phenyl                            144  2-CH.sub.3, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                            145  2-C.sub.6 H.sub.5 -phenyl                                                 146  3-C.sub.6 H.sub.5 -phenyl                                                 147  4-C.sub.6 H.sub.5 -phenyl                                                 148  4-(2-i-C.sub.3 H.sub.7C.sub.6 H.sub.4)-phenyl                             149  4-C.sub.6 H.sub.5, 2,6-(CH.sub.3).sub.2 -phenyl                           150  2-Cl, 4-C.sub.6 H.sub.5 -phenyl                                           151  2-Br, 4-C.sub.6 H.sub.5 -phenyl                                           152  2-C.sub.6 H.sub.5, 4-Cl-phenyl                                            153  2-C.sub.6 H.sub.5, 4-Br-phenyl                                            154  2-CH.sub.2 C.sub.6 H.sub.5, 4-Cl-phenyl                                   155  2-CH.sub.2 C.sub.6 H.sub.5, 4-Br-phenyl                                   156  2-Cl, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                  157  2-Br, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                  158  2-cyclo-C.sub.6 H.sub.11, 4-Cl-phenyl                                     159  2-cyclo-C.sub.6 H.sub.11, 4-Br-phenyl                                     160  2-Cl, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                    161  2-Br, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                    162  2-OCH.sub.3 -phenyl                                                       163  3-OCH.sub.3 -phenyl                                                       164  4-OCH.sub.3 -phenyl                                                       165  2,4-(OCH.sub.3).sub.2 -phenyl                                             166  2-CF.sub.3 -phenyl                                                        167  3-CF.sub.3 -phenyl                                                        168  4-CF.sub.3 -phenyl                                                        169  2-NO.sub.2 -phenyl                                                        170  3-NO.sub.2 -phenyl                                                        171  4-NO.sub.2 -phenyl                                                        172  2-CN-phenyl                                                               173  3-CN-phenyl                                                               174  4-CN-phenyl                                                               175  2-CH.sub.3, 3-Cl-phenyl                                                   176  2-CH.sub.3, 4-Cl-phenyl                                                   177  2-CH.sub.3, 5-Cl-phenyl                                                   178  2-CH.sub.3, 6-Cl-phenyl                                                   179  2-CH.sub.3, 3-F-phenyl                                                    180  2-CH.sub.3, 4-F-phenyl                                                    181  2-CH.sub.3, 5-F-phenyl                                                    182  2-CH.sub.3, 6-F-phenyl                                                    183  2-CH.sub.3, 3-Br-phenyl                                                   184  2-CH.sub.3, 4-Br-phenyl                                                   185  2-CH.sub.3, 5-Br-phenyl                                                   186  2-CH.sub.3, 6-Br-phenyl                                                   187  2-Cl, 3-CH.sub.3 -phenyl                                                  188  2-Cl, 4-CH.sub.3 -phenyl                                                  189  2-Cl, 5-CH.sub.3 -phenyl                                                  190  2-Cl, 3-i-C.sub.3 H.sub.7                                                 191  2-F, 3-CH.sub.3 -phenyl                                                   192  2-F, 4-CH.sub.3 -phenyl                                                   193  2-F, 5-CH.sub.3 -phenyl                                                   194  2-Br, 3-CH.sub.3 -phenyl                                                  195  2-Br, 4-CH.sub.3 -phenyl                                                  196  3-CH.sub.3, 4-Cl-phenyl                                                   197  3-CH.sub.3, 5-Cl-phenyl                                                   198  2-Br, 5-CH.sub.3 -phenyl                                                  199  3-CH.sub.3, 4-F-phenyl                                                    200  3-CH.sub.3, 5-F-phenyl                                                    201  3-CH.sub.3, 4-Br-phenyl                                                   202  3-CH.sub.3, 5-Br-phenyl                                                   203  3-F, 4-CH.sub.3 -phenyl                                                   204  3-Cl, 4-CH.sub.3 -phenyl                                                  205  3-Br, 4-CH.sub.3 -phenyl                                                  206  2-Cl, 4,5-(CH.sub.3).sub.2 -phenyl                                        207  2-Br, 4,5-(CH.sub.3).sub.2 -phenyl                                        208  2-Cl, 3,5-(CH.sub.3).sub.2 -phenyl                                        209  2-Br, 3,5-(CH.sub.3).sub.2 -phenyl                                        210  2,6-Cl.sub.2, 4-CH.sub.3 -phenyl                                          211  2,6-F.sub.2, 4-CH.sub.3 -phenyl                                           212  2,6-Br.sub.2, 4-CH.sub.3 -phenyl                                          213  2,4-Cl.sub.2, 6-CH.sub.3 -phenyl                                          214  2,4-F.sub.2, 6-CH.sub.3 -phenyl                                           215  2,4-Br.sub.2, 6-CH.sub.3 -phenyl                                          216  2,6-(CH.sub.3).sub.2, 4-F-phenyl                                          217  2,6-(CH.sub.3).sub.2, 4-Cl-phenyl                                         218  2,6-(CH.sub.3).sub.2, 4-Br-phenyl                                         219  3,5-(CH.sub.3).sub.2, 4-F-phenyl                                          220  3,5-(CH.sub.3).sub.2, 4-Cl-phenyl                                         221  3,5-(CH.sub.3).sub.2, 4-Br-phenyl                                         222  2,3,6-(CH.sub.3).sub.3, 4-F-phenyl                                        223  2,3,6-(CH.sub.3).sub.3, 4-Cl-phenyl                                       224  2,3,6-(CH.sub.3).sub.3, 4-Br-phenyl                                       225  2,4-(CH.sub.3).sub.2, 6-F-phenyl                                          226  2,4-(CH.sub.3).sub.2, 6-Cl-phenyl                                         227  2,4-(CH.sub.3).sub.2, 6-Br-phenyl                                         228  2-i-C.sub.3 H.sub.7, 4-Cl, 5-CH.sub.3 -phenyl                             229  2-Cl, 4-NO.sub.2 -phenyl                                                  230  2-NO.sub.2, 4-Cl-phenyl                                                   231  2-OCH.sub.3, 5-NO.sub.2 -phenyl                                           232  2,4-Cl.sub.2, 5-NO.sub.2 -phenyl                                          233  2,4-Cl.sub.2, 6-NO.sub.2 -phenyl                                          234  2,6-Cl.sub.2, 4-NO.sub.2 -phenyl                                          235  2,6-Br.sub.2, 4-NO.sub.2 -phenyl                                          236  2,6-J.sub.2, 4-NO.sub.2 -phenyl                                           237  2-C.sub.6 H.sub.5 O-phenyl                                                238  3-C.sub.6 H.sub.5 O-phenyl                                                239  4-C.sub.6 H.sub.5 O-phenyl                                                240  3-t-C.sub.4 H.sub.9 O-phenyl                                              241  4-t-C.sub.4 H.sub.9 O-phenyl                                              242  1-naphthyl                                                                243  2-naphthyl                                                                244  2-pyridyl                                                                 245  6-methyl-2-pyridyl                                                        246  6-ethyl-2-pyridyl                                                         247  6-n-propyl-2-pyridyl                                                      248  6-iso-propyl-2-pyridyl                                                    249  6-n-butyl-2-pyridyl                                                       250  6-tert.-butyl-2-pyridyl                                                   251  6-n-pentyl-2-pyridyl                                                      252  6-n-hexyl-2-pyridyl                                                       253  6-phenyl-2-pyridyl                                                        254  6-benzyl-2-pyridyl                                                        255  6-trifluoromethyl-2-pyridyl                                               256  6-methoxy-2-pyridyl                                                       257  6-chloro-2-pyridyl                                                        258  3,6-dimethyl-2-pyridyl                                                    259  3,6-diethyl-2-pyridyl                                                     260  4,6-dimethyl-2-pyridyl                                                    261  5,6-dimethyl-2-pyridyl                                                    262  4-phenyl-6-methyl-2-pyridyl                                               263  4,6-diphenyl-2-pyridyl                                                    264  3,4-dichloro-6-methyl-2-pyridyl                                           265  3,4,5-trichloro-6-phenyl-2-pyridyl                                        266  4-trifluoromethyl-6-methyl-2-pyridyl                                      267  3-cyano-6-methyl-2-pyridyl                                                268  3-cyano-6-ethyl-2-pyridyl                                                 269  3-cyano-6-n-propyl-2-pyridyl                                              270  3-cyano-6-iso-propyl-2-pyridyl                                            271  3-cyano-6-cyclo-propyl-2-pyridyl                                          272  3-cyano-6-n-butyl-2-pyridyl                                               273  3-cyano-6-tert.-butyl-2-pyridyl                                           274  3-cyano-6-cyclo-hexyl-2-pyridyl                                           275  3-cyano-6-phenyl-2-pyridyl                                                276  3-cyano-6-4,6-dimethyl-2-pyridyl                                          277  3,5,6-trichloro-2-pyridyl                                                 278  5-trifluoromethyl-2-pyridyl                                               279  3-chloro-5-trifluoromethyl-2-pyridyl                                      280  2-quinolyl                                                                281  3-methyl-2-quinolyl                                                       282  4-methyl-2-quinolyl                                                       283  4-ethyl-2-quinolyl                                                        284  4-phenyl-2-quinolyl                                                       285  6-methyl-2-quinolyl                                                       286  6-chloro-2-quinolyl                                                       287  8-methyl-2-quinolyl                                                       288  8-chloro-2-quinolyl                                                       289  3,4-dimethyl-2-quinolyl                                                   290  4-methyl-8-methoxy-2-quinolyl                                             291  4-phenyl-8-ethoxy-2-quinolyl                                              292  4-methyl-8-chloro-2-quinolyl                                              293  4-methyl-8-fluoro-2-quinolyl                                              294  4-quinolyl                                                                295  2-methyl-4-quinolyl                                                       296  2-trifluoromethyl-4-quinolyl                                              297  2-iso-propyl-4-quinolyl                                                   298  2-n-pentyl-4-quinolyl                                                     299  2-phenyl-4-quinolyl                                                       300  2,6-dimethyl-4-quinolyl                                                   301  2-methyl-6-chloro-4-quinolyl                                              302  2-methyl-6-fluoro-4-quinolyl                                              303  8-quinolyl                                                                304  2-methyl-8-quinolyl                                                       305  5,7-dichloro-8-quinolyl                                                   306  4,6-dimethyl-2-pyrimidinyl                                                307  4-trifluoromethyl-2-pyrimidinyl                                           308  4,5,6-trimethyl-2-pyrimidinyl                                             309  4-benzyl-6-methyl-2-pyrimidinyl                                           310  4-methyl-6-phenyl-2-pyrimidinyl                                           311  4,6-dimethyl-5-chloro-2-pyrimidinyl                                       312  2,6-dimethyl-4-pyrimidinyl                                                313  2,6-bis-(trifluoromethyl)-4-pyrimidinyl                                   314  2-iso-propyl-6-methyl-4-pyrimidinyl                                       315  2-cyclo-propyl-6-methyl-4-pyrimidinyl                                     316  2-methyl-6-methoxymethyl-4-pyrimidinyl                                    317  2-iso-propyl-6-methoxymethyl-4-pyrimidinyl                                318  2-phenyl-4-pyrimidinyl                                                    319  3,5-dimethyl-4-pyrimidinyl                                                320  2-methyl-6-trifluoromethyl-4-pyrimidinyl                                  321  2-n-propyl-6-trifluoromethyl-4-pyrimidinyl                                322  2-iso-propyl-6-trifluoromethyl-4-pyrimidinyl                              323  2-methyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                         324  2-n-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                       325  2-iso-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                     326  2-tert.-butyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                    ______________________________________                                    

                  TABLE 20                                                         ______________________________________                                          ##STR24##                                                                     No.  R                   mp (°C.)/IR (cm.sup.-1)                        ______________________________________                                          1   methyl                                                                     2   ethyl                                                                      3   n-propyl                                                                   4   iso-propyl                                                                 5   n-butyl                                                                    6   s-butyl                                                                    7   iso-butyl                                                                  8   tert.-butyl                                                                9   pentyl                                                                     10  hexyl                                                                      11  phenyl                                                                     12  2-F-phenyl                                                                 13  3-F-phenyl                                                                 14  4-F-phenyl                                                                 15  2-Cl-phenyl                                                                16  3-Cl-phenyl                                                                17  4-Cl-phenyl                                                                18  2-Br-phenyl                                                                19  3-Br-phenyl                                                                20  4-Br-phenyl                                                                21  2-I-phenyl                                                                 22  3-I-phenyl                                                                 23  4-I-phenyl                                                                 24  2-CN-phenyl                                                                25  3-CN-phenyl                                                                26  4-CN-phenyl                                                                27  2,3-F.sub.2 -phenyl                                                        28  2,4-F.sub.2 -phenyl                                                        29  2,3-Cl.sub.2 -phenyl                                                       30  2,4-Cl.sub.2 -phenyl                                                       31  2,5-Cl.sub.2 -phenyl                                                       32  2,6-Cl.sub.2 -phenyl                                                       33  3,4-Cl.sub.2 -phenyl                                                       34  3,5-Cl.sub.2 -phenyl                                                       35  2,4-Br.sub.2 -phenyl                                                       36  2,5-Br.sub.2 -phenyl                                                       37  2,6-Br.sub.2 -phenyl                                                       38  2,4-Ihd 2-phenyl                                                           39  2-Cl, 3-F-phenyl                                                           40  2-Cl, 4-F-phenyl                                                           41  2-Cl, 5-F-phenyl                                                           42  2-Cl, 6-F-phenyl                                                           43  2-Cl, 3-Br-phenyl                                                          44  2-Cl, 4-Br-phenyl                                                          45  2-Cl, 5-Br-phenyl                                                          46  2-Cl, 6-Br-phenyl                                                          47  2-Br, 3-Cl-phenyl                                                          48  2-Br, 4-Cl-phenyl                                                          49  2-Br, 3-F-phenyl                                                           50  2-Br, 4-F-phenyl                                                           51  2-Br, 5-F-phenyl                                                           52  2-Br, 6-F-phenyl                                                           53  2-F, 3-Cl-phenyl                                                           54  2-F, 4-Cl-phenyl                                                           55  2-F, 5-Cl-phenyl                                                           56  3-Cl, 4-F-phenyl                                                           57  3-Cl, 5-F-phenyl                                                           58  3-Cl, 4-Br-phenyl                                                          59  3-Cl, 5-Br-phenyl                                                          60  3-F, 4-Cl-phenyl                                                           61  3-F, 4-Br-phenyl                                                           62  3-Br, 4-Cl-phenyl                                                          63  3-Br, 4-F-phenyl                                                           64  2,4,6-F.sub.3 -phenyl                                                      65  2,3,4,-Cl.sub.3 -phenyl                                                    66  2,3,5-Cl.sub.3 -phenyl                                                     67  2,3,6-Cl.sub.3 -phenyl                                                     68  2,4,5-Cl.sub.3 -phenyl                                                     69  2,4,6-Cl.sub.3 -phenyl                                                     70  3,4,5-Cl.sub.3 -phenyl                                                     71  2,4,6-Br.sub.3 -phenyl                                                     72  2,6-Cl.sub.2 -4-Br-phenyl                                                  73  2,3,4,6-Cl.sub.4 -phenyl                                                   74  2,3,5,6-Cl.sub.4 -phenyl                                                   75  F.sub.5 phenyl                                                             76  Cl.sub.5 -phenyl                                                           77  Br.sub.5 -phenyl                                                           78  2-CH.sub.3 -phenyl                                                         79  3-CH.sub.3 -phenyl                                                         80  4-CH.sub.3 -phenyl                                                         81  2-C.sub.2 H.sub.5 -phenyl                                                  82  3-C.sub.2 H.sub.5 -phenyl                                                  83  4-C.sub.2 H.sub.5 -phenyl                                                  84  2-n-C.sub.3 H.sub.7 -phenyl                                                85  3-n-C.sub. 3 H.sub.7 -phenyl                                               86  4-n-C.sub.3 H.sub.7 -phenyl                                                87  2-i-C.sub.3 H.sub.7 -phenyl                                                88  3-i-C.sub.3 H.sub.7 -phenyl                                                89  4-i-C.sub.3 H.sub.7 -phenyl                                                90  2-s-C.sub.4 H.sub.9 -phenyl                                                91  3-s-C.sub.4 H.sub.9 -phenyl                                                92  4-s-C.sub.4 H.sub.9 -phenyl                                                93  2-t-C.sub.4 H.sub.9 -phenyl                                                94  3-t-C.sub.4 H.sub.9 -phenyl                                                95  4-t-C.sub.4 H.sub.9 -phenyl                                                96  2,3-(CH.sub.3).sub.2 -phenyl                                               97  2,4-(CH.sub.3).sub.2 -phenyl                                               98  2,5-(CH.sub.3).sub.2 -phenyl                                               99  2,6-(CH.sub.3).sub.2 -phenyl                                              100  3,4-(CH.sub.3).sub.2 -phenyl                                              101  3,5-(CH.sub.3).sub.2 -phenyl                                              102  2,3,4-(CH.sub.3).sub.3 -phenyl                                            103  2,3,5-(CH.sub.3).sub.3 -phenyl                                            104  2,3,6-(CH.sub.3).sub.3 -phenyl                                            105  2,4,5-(CH.sub.3).sub.3 -phenyl                                            106  2,4,6-(CH.sub.3).sub.3 -phenyl                                            107  3,4,5-(CH.sub.3).sub.3 -phenyl                                            108  2,3,4,6-(CH.sub.3).sub.4 -phenyl                                          109  2,3,5,6-(CH.sub.3).sub.4 -phenyl                                          110  (CH.sub.3).sub.5 -phenyl                                                  111  2,4-(C.sub.2 H.sub.5).sub.2 -phenyl                                       112  2,6-(C.sub.2 H.sub.5).sub.2 -phenyl                                       113  3,5-(C.sub.2 H.sub.5).sub.2 -phenyl                                       114  2,4,6-(C.sub.2 H.sub.5).sub.3 -phenyl                                     115  2,4-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     116  2,6-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     117  3,5-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     118  2,4,6-(i-C.sub.3 H.sub.7).sub.3 -phenyl                                   119  2,3-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     120  2,4-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     121  2,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     122  2,6-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     123  3,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     124  2,4,6-(t-C.sub.4 H.sub.9).sub.3 -phenyl                                   125  2-t-C.sub.4 H.sub.9, 4-CH.sub.3 -phenyl                                   126  2-t-C.sub.4 H.sub.9, 5-CH.sub.3 -phenyl                                   127  2,6-(t-C.sub.4 H.sub.9).sub.2, 4-CH.sub.3 -phenyl                         128  2-CH.sub.3, 4-t-C.sub.4 H.sub.9 -phenyl                                   129  2-CH.sub.3, 6-t-C.sub.4 H.sub.9 -phenyl                                   130  2-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                   131  2-CH.sub.3, 5-i-C.sub.3 H.sub.7 -phenyl                                   132  3-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                   133  2-i-C.sub.3 H.sub.7, 5-CH.sub.3 -phenyl                                   134  2,4-(t-C.sub.4 H.sub.9).sub.2 -6-i-C.sub.3 H.sub.7 -phenyl                135  2-cyclo-C.sub.6 H.sub.11 -phenyl                                          136  3-cyclo-C.sub.6 H.sub.11 -phenyl                                          137  4-cyclo-C.sub.6 H.sub.11 -phenyl                                          138  2,4-(cyclo-C.sub.6 H.sub.11).sub.2 -6-CH.sub. 3 -phenyl                   139  2-CH.sub.3, 4-cyclo-C.sub.6 H.sub.11 -phenyl                              140  2-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        141  3-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        142  4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        143  2-CH.sub.2 C.sub.6 H.sub.5, 4-CH.sub.3 -phenyl                            144  2-CH.sub.3, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                            145  2-C.sub.6 H.sub.5 -phenyl                                                 146  3-C.sub.6 H.sub.5 -phenyl                                                 147  4-C.sub.6 H.sub.5 -phenyl                                                 148  4-(2-i-C.sub.3 H.sub.7-C.sub.6 H.sub.4)-phenyl                            149  4-C.sub.6 H.sub.5, 2,6-(CH.sub.3).sub.2 -phenyl                           150  2-Cl, 4-C.sub.6 H.sub.5 -phenyl                                           151  2-Br, 4-C.sub.6 H.sub.5 -phenyl                                           152  2-C.sub.6 H.sub.5, 4-Cl-phenyl                                            153  2-C.sub.6 H.sub.5, 4-Br-phenyl                                            154  2-CH.sub.2 C.sub.6 H.sub.5, 4-Cl-phenyl                                   155  2-CH.sub.2 C.sub.6 H.sub.5, 4-Br-phenyl                                   156  2-Cl, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                  157  2-Br, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                  158  2-cyclo-C.sub.6 H.sub.11, 4-Cl-phenyl                                     159  2-cyclo-C.sub.6 H.sub.11, 4-Br-phenyl                                     160  2-Cl, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                    161  2-Br, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                    162  3-OCH.sub.3 -phenyl                                                       163  2,4-(OCH.sub.3).sub.2 -phenyl                                             164  2-CF.sub.3 -phenyl                                                        165  3-CF.sub.3 -phenyl                                                        166  4-CF.sub.3 -phenyl                                                        167  2-NO.sub.2 -phenyl                                                        168  3-NO.sub.2 -phenyl                                                        169  4-NO.sub.2 -phenyl                                                        170  2-CN-phenyl                                                               171  3-CN-phenyl                                                               172  4-CN-phenyl                                                               173  2-CH.sub.3, 3-Cl-phenyl                                                   174  2-CH.sub.3, 4-Cl-phenyl                                                   175  2-CH.sub.3, 5-Cl-phenyl                                                   176  2-CH.sub.3, 6-Cl-phenyl                                                   177  2-CH.sub.3, 3-F-phenyl                                                    178  2-CH.sub.3, 4-F-phenyl                                                    179  2-CH.sub.3, 5-F-phenyl                                                    180  2-CH.sub.3, 6-F-phenyl                                                    181  2-CH.sub.3, 3-Br-phenyl                                                   182  2-CH.sub.3, 4-Br-phenyl                                                   183  2-CH.sub.3, 5-Br-phenyl                                                   184  2-CH.sub.3, 6-Br-phenyl                                                   185  2-Cl, 3-CH.sub.3 -phenyl                                                  186  2-Cl, 4-CH.sub.3 -phenyl                                                  187  2-Cl, 5-CH.sub.3 -phenyl                                                  188  2-Cl, 3-i-C.sub.3 H.sub.7                                                 189  2-F, 3-CH.sub.3 -phenyl                                                   190  2-F, 4-CH.sub.3 -phenyl                                                   191  2-F, 5-CH.sub.3 -phenyl                                                   192  2-Br, 3-CH.sub.3 -phenyl                                                  193  2-Br, 4-CH.sub.3 -phenyl                                                  194  3-CH.sub.3, 4-Cl-phenyl                                                   195  3-CH.sub.3, 5-Cl-phenyl                                                   196  2-Br, 5-CH.sub.3 -phenyl                                                  197  3-CH.sub.3, 4-F-phenyl                                                    198  3-CH.sub.3, 5-F-phenyl                                                    199  3-CH.sub.3, 4-Br-phenyl                                                   200  3-CH.sub.3, 5-Br-phenyl                                                   201  3-F, 4-CH.sub.3 -phenyl                                                   202  3-Cl, 4-CH.sub.3 -phenyl                                                  203  3-Br, 4-CH.sub.3 -phenyl                                                  204  2-Cl, 4,5-(CH.sub.3).sub.2 -phenyl                                        205  2-Br, 4,5-(CH.sub.3).sub.2 -phenyl                                        206  2-Cl, 3,5-(CH.sub. 3).sub.2 -phenyl                                       207  2-Br, 3,5-(CH.sub.3).sub.2 -phenyl                                        208  2,6-Cl.sub.2, 4-CH.sub.3 -phenyl                                          209  2,6-F.sub.2, 4-CH.sub.3 -phenyl                                           210  2,6-Br.sub.2, 4-CH.sub.3 -phenyl                                          211  2,4-Cl.sub.2, 6-CH.sub.3 -phenyl                                          212  2,4-F.sub.2, 6-CH.sub.3 -phenyl                                           213  2,4-Br.sub.2, 6-CH.sub.3 -phenyl                                          214  2,6-(CH.sub.3).sub.2, 4-F-phenyl                                          215  2,6-(CH.sub.3).sub.2, 4-Cl-phenyl                                         216  2,6-(CH.sub.3l ).sub.2, 4-Br-phenyl                                       217  3,5-(CH.sub.3).sub.2, 4-F-phenyl                                          218  3,5-(CH.sub.3).sub.2, 4-Cl-phenyl                                         219  3,5-(CH.sub.3).sub.2, 4-Br-phenyl                                         220  2,3,6-(CH.sub.3).sub.3, 4-F-phenyl                                        221  2,3,6-(CH.sub.3).sub.3, 4-Cl-phenyl                                       222  2,3,6-(CH.sub.3).sub.3, 4-Br-phenyl                                       223  2,4-(CH.sub.3).sub.2, 6-F-phenyl                                          224  2,4-(CH.sub.3).sub.2, 6-Cl-phenyl                                         225  2,4-(CH.sub.3).sub.2, 6-Br-phenyl                                         226  2-i-C.sub.3 H.sub.7, 4-Cl, 5-CH.sub.3 -phenyl                             227  2-Cl, 4-NO.sub.2 -phenyl                                                  228  2-NO.sub.2, 4-Cl-phenyl                                                   229  2-OCH.sub.3, 5-NO.sub.2 -phenyl                                           230  2,4-Cl.sub.2, 5-NO.sub.2 -phenyl                                          231  2,4-Cl.sub.2, 6-NO.sub.2 -phenyl                                          232  2,6-Cl.sub.2, 4-NO.sub.2 -phenyl                                          233  2,6-Br.sub.2, 4-NO.sub.2 -phenyl                                          234  2,6-I.sub.2, 4-NO.sub.2 -phenyl                                           235  2-C.sub.6 H.sub.5 O-phenyl                                                236  3-C.sub.6 H.sub.5 O-phenyl                                                237  4-C.sub.6 H.sub.5 O-phenyl                                                238  3-t-C.sub.4 H.sub.9 O-phenyl                                              239  4-t-C.sub.4 H.sub.9 O-phenyl                                              240  1-naphthyl                                                                241  2-naphthyl                                                                242  2-pyridyl                                                                 243  6-methyl-2-pyridyl                                                        244  6-ethyl-2-pyridyl                                                         245  6-n-propyl-2-pyridyl                                                      246  6-iso-propyl-2-pyridyl                                                    247  6-n-butyl-2-pyridyl                                                       248  6-tert.-butyl-2-pyridyl                                                   249  6-n-pentyl-2-pyridyl                                                      250  6-n-hexyl-2-pyridyl                                                       251  6-phenyl-2-pyridyl                                                        252  6-benzyl-2-pyridyl                                                        253  6-trifluoromethyl-2-pyridyl                                               254  6-methoxy-2-pyridyl                                                       255  6-chloro-2-pyridyl                                                        256  3,6-dimethyl-2-pyridyl                                                    257  3,6-diethyl-2-pyridyl                                                     258  4,6-dimethyl-2-pyridyl                                                    259  5,6-dimethyl-2-pyridyl                                                    260  4-phenyl-6-methyl-2-pyridyl                                               261  4,6-diphenyl-2-pyridyl                                                    262  3,4-dichloro-6-methyl-2-pyridyl                                           263  3,4,5-trichloro-6-phenyl-2-pyridyl                                        264  4-trifluoromethyl-6-methyl-2-pyridyl                                      265  3-cyano-6-methyl-2-pyridyl                                                266  3-cyano-6-ethyl-2-pyridyl                                                 267  3-cyano-6-n-propyl-2-pyridyl                                              268  3-cyano-6-iso-propyl-2-pyridyl                                            269  3-cyano-6-cyclo-propyl-2-pyridyl                                          270  3-cyano-6-n-butyl-2-pyridyl                                               271  3-cyano-6-tert.-butyl-2-pyridyl                                           272  3-cyano-6-cyclo-hexyl-2-pyridyl                                           273  3-cyano-6-phenyl-2-pyridyl                                                274  3-cyano-4,6-dimethyl-2-pyridyl                                            275  3,5,6-trichloro-2-pyridyl                                                 276  5-trifluoromethyl-2-pyridyl                                               277  3-chloro-5-trifluoromethyl-2-pyridyl                                      278  2-quinolyl                                                                279  3-methyl-2-quinolyl                                                       280  4-methyl-2-quinolyl                                                       281  4-ethyl-2-quinolyl                                                        282  4-phenyl-2-quinolyl                                                       283  6-methyl-2-quinolyl                                                       284  6-chloro-2-quinolyl                                                       285  8-methyl-2-quinolyl                                                       286  8-chloro-2-quinolyl                                                       287  3,4-dimethyl-2-quinolyl                                                   288  4-methyl-8-methoxy-2-quinolyl                                             289  4-phenyl-8-ethoxy-2-quinolyl                                              290  4-methyl-8-chloro-2-quinolyl                                              291  4-methyl-8-fluoro-2-quinolyl                                              292  4-quinolyl                                                                293  2-methyl-4-quinolyl                                                       294  2-trifluoromethyl-4-quinolyl                                              295  2-iso-propyl-4-quinolyl                                                   296  2-n-pentyl-4-quinolyl                                                     297  2-phenyl-4-quinolyl                                                       298  2,6-dimethyl-4-quinolyl                                                   299  2-methyl-6-chloro-4-quinolyl                                              300  2-methyl-6-fluoro-4-quinolyl                                              301  8-quinolyl                                                                302  2-methyl-8-quinolyl                                                       303  5,7-dichloro-8-quinolyl                                                   304  4,6-dimethyl-2-pyrimidinyl                                                305  4-trifluoromethyl-2-pyrimidinyl                                           306  4,5,6-trimethyl-2-pyrimidinyl                                             307  4-benzyl-6-methyl-2-pyrimidinyl                                           308  4-methyl-6-phenyl-2-pyrimidinyl                                           309  4,6-dimethyl-5-chloro-2-pyrimidinyl                                       310  2,6-dimethyl-4-pyrimidinyl                                                311  2,6-bis-(trifluoromethyl)-4-pyrimidinyl                                   312  2-iso-propyl-6-methyl-4-pyrimidinyl                                       313  2-cyclo-propyl-6-methyl-4-pyrimidinyl                                     314  2-methyl-6-methoxymethyl-4-pyrimidinyl                                    315  2-iso-propyl-6-methoxymethyl-4-pyrimidinyl                                316  2-phenyl-4-pyrimidinyl                                                    317  3,5-dimethyl-4-pyrimidinyl                                                318  2-methyl-6-trifluoromethyl-4-pyrimidinyl                                  319  2-n-propyl-6-trifluoromethyl-4-pyrimidinyl                                320  2-iso-propyl-6-trifluoromethyl-4-pyrimidinyl                              321  2-methyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                         322  2-n-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                       323  2-iso-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                     324  2-tert.-butyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                    325  6-EtO-benzothiazol-2-yl                                                   326  benzoxazol-2-yl                                                           327  1-Me-imidazol-2-yl                                                        328  4-but-1H-imidazol-2-yl                                                    329  2-thiazolin-2-yl                                                          330  5-CF.sub.3 -benzimidazol-2-yl                                             331  1-Ph-tetrazol-5-yl                                                        332  5-CF.sub.3 -benzothiazol-2-yl                                             333  4,4-Me.sub.2 -5-methylene-2-thiazolin-2-yl                                334  6-Cl-4-Me-benzothiazol-2-yl                                               335  5-Me-benzothiazol-2-yl                                                    336  4-Cl-benzothiazol-2-yl                                                    337  1-(3-NO.sub.2-Ph)tetrazol-5-yl                                            338  2-thienyl                                                                 339  5-Me-benzoxazol-2-yl                                                      340  7-Cl-benzothiazol-2-yl                                                    341  5,6-Cl.sub.3 -1H-benzimidazol-2-yl                                        342  5-Cl-benzoxazol-2-yl                                                      343  6-Cl-benzothiazol-2-yl                                                    344  2-Ph-thiazol-2-yl                                                         345  3-CN-4,6-Me.sub.2 -2-pyridyl                                              346  1-Ph-1,2,4-triazol-3-yl                                                   347  1-Pri-benzimidazol-2-yl                                                   348  5-Br-benzothiazol-2-yl                                                    349  5-Br-1H-benzimidazol-2-yl                                                 350  7-Cl-4-MeO-benzothiazol-2-yl                                              351  1H-benzimidazol-2-yl                                                      352  5-Cl-benzothiazol-2-yl                                                    353  5-NO.sub.2 -benzoxazol-2-yl                                               354  5-t-Bu-benzoxazol-2-yl                                                    355  4,6,7-Cl.sub.3 -benzothiozol-2-yl                                         356  5-Ph-thiazol-2-yl                                                         357  5,7-Me.sub.2 benzoxazol-2-yl                                              358  6-Me-benzoxazol-2-yl                                                      359  1,2,4-triazin-3-yl                                                        360  6-Pr-benzothiazol-2-yl                                                    361  6-PhO-benzothiazol-2-yl                                                   362  4-(4-Cl-Ph)-thiazol-2-yl                                                  363  4-(4-Me-Ph)-thiazol-2-yl                                                  364  5-Me-4-Ph-thiazol-2-yl                                                    365  5-Cl-1-H-benzimidazol-2-yl                                                366  5-Ph-1,2,4-triazol-3-yl                                                   367  3-Ph-1,2,4-thiadiazol-5-yl                                                ______________________________________                                    

                  TABLE 21                                                         ______________________________________                                          ##STR25##                                                                                                   mp (°C.)/                                 No.  R                        IR (cm.sup.-1)                                   ______________________________________                                          1   methyl                                                                     2   ethyl                                                                      3   n-propyl                                                                   4   iso-propyl                                                                 5   n-butyl                                                                    6   s-butyl                                                                    7   iso-butyl                                                                  8   tert.-butyl                                                                9   pentyl                                                                     10  hexyl                                                                      11  phenyl                                                                     12  2-F-phenyl                                                                 13  3-F-phenyl                                                                 14  4-F-phenyl                                                                 15  2-Cl-phenyl              58-60° C.                                  16  3-Cl-phenyl                                                                17  4-Cl-phenyl                                                                18  2-Br-phenyl                                                                19  3-Br-phenyl                                                                20  4-Br-phenyl                                                                21  2-I-phenyl                                                                 22  3-I-phenyl                                                                 23  4-I-phenyl                                                                 24  2-CH.sub.3 -phenyl       1662, 1494,                                                                    1461, 1240,                                                                    1190, 1122,                                                                    1051, 1025,                                                                    845, 753                                                                       (cm.sup.-1)                                       25  2-CN-phenyl                                                                26  3-CN-phenyl                                                                27  4-CN-phenyl                                                                28  2,3-F.sub.2 -phenyl                                                        29  2,4-F.sub.2 -phenyl                                                        30  2,3-Cl.sub.2 -phenyl                                                       31  2,4-Cl.sub.2 -phenyl                                                       32  2,5-Cl.sub.2 -phenyl                                                       33  2,6-Cl.sub.2 -phenyl                                                       34  3,4-Cl.sub.2 -phenyl                                                       35  3,5-Cl.sub.2 -phenyl                                                       36  2,4-Br.sub.2 -phenyl                                                       37  2,5-Br.sub.2 -phenyl                                                       38  2,6-Br.sub.2 -phenyl                                                       39  2,4-I.sub.2 -phenyl                                                        40  2-Cl, 3-F-phenyl                                                           41  2-Cl, 4-F-phenyl                                                           42  2-Cl, 5-F-phenyl                                                           43  2-Cl, 6-F-phenyl                                                           44  2-Cl, 3-Br-phenyl                                                          45  2-Cl, 4-Br-phenyl                                                          46  2-Cl, 5-Br-phenyl                                                          47  2-Cl, 6-Br-phenyl                                                          48  2-Br, 3-Cl-phenyl                                                          49  2-Br, 4-Cl-phenyl                                                          50  2-Br, 3-F-phenyl                                                           51  2-Br, 4-F-phenyl                                                           52  2-Br, 5-F-phenyl                                                           53  2-Br, 6-F-phenyl                                                           54  2-F, 3-Cl-phenyl                                                           55  2-F, 4-Cl-phenyl                                                           56  2-F, 5-Cl-phenyl                                                           57  3-Cl, 4-F-phenyl                                                           58  3-Cl, 5-F-phenyl                                                           59  3-Cl, 4-Br-phenyl                                                          60  3-Cl, 5-Br-phenyl                                                          61  3-F, 4-Cl-phenyl                                                           62  3-F, 4-Br-phenyl                                                           63  3-Br, 4-Cl-phenyl                                                          64  3-Br, 4-F-phenyl                                                           65  2,4,6-F.sub.3 -phenyl                                                      66  2,3,4-Cl.sub.3 -phenyl                                                     67  2,3,5-Cl.sub.3 -phenyl                                                     68  2,3,6-Cl.sub.3 -phenyl                                                     69  2,4,5-Cl.sub.3 -phenyl                                                     70  2,4,6-Cl.sub.3 -phenyl                                                     71  3,4,5-Cl.sub.3 -phenyl                                                     72  2,4,6-BrS-phenyl                                                           73  2,6-Cl.sub.2 -4-Br-phenyl                                                  74  2,3,4,6-Cl.sub.4 -phenyl                                                   75  2,3,5,6-Cl.sub.4 -phenyl                                                   76  F.sub.5 -phenyl                                                            77  Cl.sub.5 -phenyl                                                           78  Br.sub.5 -phenyl                                                           79  2-CH.sub.3 -phenyl                                                         80  3-CH.sub.3 -phenyl                                                         81  4-CH.sub.3 -phenyl                                                         82  2-C.sub.2 H.sub.5 -phenyl                                                  83  3-C.sub.2 H.sub.5 -phenyl                                                  84  4-C.sub.2 H.sub.5 -phenyl                                                  85  2-n-C.sub.3 H.sub.7 -phenyl                                                86  3-n-C.sub.3 H.sub.7 -phenyl                                                87  4-n-C.sub.3 H.sub.7 -phenyl                                                88  2-i-C.sub.3 H.sub.7 -phenyl                                                89  3-i-C.sub.3 H.sub.7 -phenyl                                                90  4-i-C.sub.3 H.sub.7 -phenyl                                                91  2-s-C.sub.4 H.sub.9 -phenyl                                                92  3-s-C.sub.4 H.sub.9 -phenyl                                                93  4-s-C.sub.4 H.sub.9 -phenyl                                                94  2-t-C.sub.4 H.sub.9 -phenyl                                                95  3-t-C.sub.4 H.sub.9 -phenyl                                                96  4-t-C.sub.4 H.sub.9 -phenyl                                                97  2,3-(CH.sub.3).sub.2 -phenyl                                               98  2,4-(CH.sub.3).sub.2 -phenyl                                               99  2,5-(CH.sub.3).sub.2 -phenyl                                              100  2,6-(CH.sub.3).sub.2 -phenyl                                              101  3,4-(CH.sub.3).sub.2 -phenyl                                              102  3,5-(CH.sub.3).sub.2 -phenyl                                              103  2,3,4-(CH.sub.3).sub.3 -phenyl                                            104  2,3,5-(CH.sub.3).sub.3 -phenyl                                            105  2,3,6-(CH.sub.3).sub.3 -phenyl                                            106  2,4,5-(CH.sub.3).sub.3 -phenyl                                            107  2,4,6-(CH.sub.3).sub.3 -phenyl                                            108  3,4,5-(CH.sub.3).sub.3 -phenyl                                            109  2,3,4,6-(CH.sub.3).sub.4 -phenyl                                          110  2,3,5,6-(CH.sub.3).sub.4 -phenyl                                          111  (CH.sub. 3).sub.5 -phenyl                                                 112  2,4-(C.sub.2 H.sub.5).sub.2 -phenyl                                       113  2,6-(C.sub.2 H.sub.5).sub.2 -phenyl                                       114  3,5-(C.sub.2 H.sub.5).sub.2 -phenyl                                       115  2,4,6-(C.sub.2 H.sub.5).sub.3 -phenyl                                     116  2,4-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     117  2,6-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     118  3,5-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     119  2,4,6-(i-C.sub.3 H.sub.7).sub.3 -phenyl                                   120  2,3-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     121  2,4-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     122  2,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     123  2,6-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     124  3,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     125  2,4,6-(t-C.sub.4 H.sub.9).sub.3 -phenyl                                   126  2-t-C.sub.4 H.sub.9, 4-CH.sub.3 -phenyl                                   127  2-t-C.sub.4 H.sub.9, 5-CH.sub.3 -phenyl                                   128  2,6-(t-C.sub.4 H.sub.9).sub.2, 4-CH.sub.3 -phenyl                         129  2-CH.sub.3, 4-t-C.sub.4 H.sub.9 -phenyl                                   130  2-CH.sub.3, 6-t-C.sub.4 H.sub.9 -phenyl                                   131  1-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                   132  2-CH.sub.3, 5-i-C.sub.3 H.sub.7 -phenyl                                   133  3-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                   134  2-i-C.sub.3 H.sub.7, 5-CH.sub.3 -phenyl                                   135  2,4-(t-C.sub.4 H.sub.9).sub.2 -6-i-C.sub.3 H.sub.7 -phenyl                136  2-cyclo-C.sub.6 H.sub.11 -phenyl                                          137  3-cyclo-C.sub.6 H.sub.11 -phenyl                                          138  4-cyclo-C.sub.6 H.sub.11 -phenyl                                          139  2,4-(cyclo-C.sub.6 H.sub.11).sub.2 -6-CH.sub.3 -phenyl                    140  2-CH.sub.3, 4-cyclo-C.sub.6 H.sub.11 -phenyl                              141  2-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        142  3-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        143  4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        144  2-CH.sub.2 C.sub.6 H.sub.5, 4-CH.sub.3 -phenyl                            145  2-CH.sub.3, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                            146  2-C.sub.6 H.sub.5 -phenyl                                                 147  3-C.sub.6 H.sub.5 -phenyl                                                 148  4-C.sub.6 H.sub.5 -phenyl                                                 149  4-(2-i-C.sub.3 H.sub.7C.sub.6 H.sub.4)-phenyl                             150  4-C.sub.6 H.sub.5, 2,6-(CH.sub.3).sub.2 -phenyl                           151  2-Cl, 4-C.sub.6 H.sub.5 -phenyl                                           152  2-Br, 4-C.sub.6 H.sub.5 -phenyl                                           153  2-C.sub.6 H.sub.5, 4-Cl-phenyl                                            154  2-C.sub.6 H.sub.5, 4-Br-phenyl                                            155  2-CH.sub.2 C.sub.6 H.sub.5, 4-Cl-phenyl                                   156  2-CH.sub.2 C.sub.6 H.sub.5, 4-Br-phenyl                                   157  2-Cl, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                  158  2-Br, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                  159  2-cyclo-C.sub.6 H.sub.11, 4-Cl-phenyl                                     160  2-cyclo-C.sub.6 H.sub.11, 4-Br-phenyl                                     161  2-Cl, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                    162  2-Br, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                    163  3-OCH.sub.3 -phenyl                                                       164  2,4-(OCH.sub.3).sub.2 -phenyl                                             165  2-CF.sub.3 -phenyl                                                        166  3-CF.sub.3 -phenyl                                                        167  4-CF.sub.3 -phenyl                                                        168  2-NO.sub.2 -phenyl                                                        169  3-NO.sub.2 -phenyl                                                        170  4-NO.sub.2 -phenyl                                                        171  2-CN-phenyl                                                               172  3-CN-phenyl                                                               173  4-CN-phenyl                                                               174  2-CH.sub.3, 3-Cl-phenyl                                                   175  2-CH.sub.3, 4-Cl-phenyl                                                   176  2-CH.sub.3, 5-Cl-phenyl                                                   177  2-CH.sub.3, 6-Cl-phenyl                                                   178  2-CH.sub.3, 3-F-phenyl                                                    179  2-CH.sub.3, 4-F-phenyl                                                    180  2-CH.sub.3, 5-F-phenyl                                                    181  2-CH.sub.3, 6-F-phenyl                                                    182  2-CH.sub.3, 3-Br-phenyl                                                   183  2-CH.sub.3, 4-Br-phenyl                                                   184  2-CH.sub.3, 5-Br-phenyl                                                   185  2-CH.sub.3, 6-Br-phenyl                                                   186  2-Cl, 3-CH.sub.3 -phenyl                                                  187  2-Cl, 4-CH.sub.3 -phenyl                                                  188  2-Cl, 5-CH.sub.3 -phenyl                                                  189  2-Cl, 3-i-C.sub.3 H.sub.7                                                 190  2-F, 3-CH.sub.3 -phenyl                                                   191  2-F, 4-CH.sub.3 -phenyl                                                   192  2-F, 5-CH.sub.3 -phenyl                                                   193  2-Br, 3-CH.sub.3 -phenyl                                                  194  2-Br, 4-CH.sub.3 -phenyl                                                  195  3-CH.sub.3, 4-Cl-phenyl                                                   196  3-CH.sub.3, 5-Cl-phenyl                                                   197  2-Br, 5-CH.sub.3 -phenyl                                                  198  3-CH.sub.3, 4-F-phenyl                                                    199  3-CH.sub.3, 5-F-phenyl                                                    200  3-CH.sub.3, 4-Br-phenyl                                                   201  3-CH.sub.3, 5-Br-phenyl                                                   202  3-F, 4-CH.sub.3 -phenyl                                                   203  3-Cl, 4-CH.sub.3 -phenyl                                                  204  3-Br, 4-CH.sub.3 -phenyl                                                  205  2-Cl, 4,5-(CH.sub.3).sub.2 -phenyl                                        206  2-Br, 4,5-(CH.sub.3).sub.2 -phenyl                                        207  2-Cl, 3,5-(CH.sub.3).sub.2 -phenyl                                        208  2-Br, 3,5-(CH.sub.3).sub.2 -phenyl                                        209  2,6-Cl.sub.2, 4-CH.sub.3 -phenyl                                          210  2,6-F.sub.2, 4-CH.sub.3 -phenyl                                           211  2,6-Br.sub.2, 4-CH.sub.3 -phenyl                                          212  2,4-Cl.sub.2, 6-CH.sub.3 -phenyl                                          213  2,4-F.sub.2, 6-CH.sub.3 -phenyl                                           214  2,4-Br.sub.2, 6-CH.sub.3 -phenyl                                          215  2,6-(CH.sub.3).sub.2, 4-F-phenyl                                          216  2,6-(CH.sub.3).sub.2, 4-Cl-phenyl                                         217  2,6-(CH.sub.3).sub.2, 4-Br-phenyl                                         218  3,5-(CH.sub.3).sub.2, 4-F-phenyl                                          219  3,5-(CH.sub.3).sub.2, 4-Cl-phenyl                                         220  3,5-(CH.sub.3).sub.2, 4-Br-phenyl                                         221  2,3,6-(CH.sub.3).sub.3, 4-F-phenyl                                        222  2,3,6-(CH.sub.3).sub.3, 4-Cl-phenyl                                       223  2,3,6-(CH.sub.3).sub.3, 4-Br-phenyl                                       224  2,4-(CH.sub.3).sub.2, 6-F-phenyl                                          225  2,4-(CH.sub.3).sub.2, 6-Cl-phenyl                                         226  2,4-(CH.sub.3).sub.2, 6-Br-phenyl                                         227  2-i-C.sub.3 H.sub.7, 4-Cl, 5-CH.sub.3 -phenyl                             228  2-Cl, 4-NO.sub.2 -phenyl                                                  229  2-NO.sub.2, 4-Cl-phenyl                                                   230  2-OCH.sub.3, 5-NO.sub. 2 -phenyl                                          231  2,4-Cl.sub.2, 5-NO.sub.2 -phenyl                                          232  2,4-Cl.sub.2, 6-NO.sub.2 -phenyl                                          233  2,6-Cl.sub.2, 4-NO.sub.2 -phenyl                                          234  2,6-Br.sub.2, 4-NO.sub.2 -phenyl                                          235  2,6-I.sub.2, 4-NO.sub.2 -phenyl                                           236  2-C.sub.6 H.sub.5 O-phenyl                                                237  3-C.sub.6 H.sub.5 O-phenyl                                                238  4-C.sub.6 H.sub.5 O-phenyl                                                239  3-t-C.sub.4 H.sub.9 O-phenyl                                              240  4-t-C.sub.4 H.sub.9 O-phenyl                                              241  1-naphthyl                                                                242  2-naphthyl                                                                243  2-pyridyl                                                                 244  6-methyl-2-pyridyl                                                        245  6-ethyl-2-pyridyl                                                         246  6-n-propyl-2-pyridyl                                                      247  6-iso-propyl-2-pyridyl                                                    248  6-n-butyl-2-pyridyl                                                       249  6-tert.-butyl-2-pyridyl                                                   250  6-n-pentyl-2-pyridyl                                                      251  6-n-hexyl-2-pyridyl                                                       252  6-phenyl-2-pyridyl                                                        253  6-benzyl-2-pyridyl                                                        254  6-trifluoromethyl-2-pyridyl                                               255  6-methoxy-2-pyridyl                                                       256  6-chloro-2-pyridyl                                                        257  3,6-dimethyl-2-pyridyl                                                    258  3,6-diethyl-2-pyridyl                                                     259  4,6-dimethyl-2-pyridyl                                                    260  5,6-dimethyl-2-pyridyl                                                    261  4-phenyl-6-methyl-2-pyridyl                                               262  4,6-diphenyl-2-pyridyl                                                    263  3,4-dichloro-6-methyl-2-pyridyl                                           264  3,4,5-trichloro-6-phenyl-2-pyridyl                                        265  4-trifluoromethyl-6-methyl-2-pyridyl                                      266  3-cyano-6-methyl-2-pyridyl                                                267  3-cyano-6-ethyl-2-pyridyl                                                 268  3-cyano-6-n-propyl-2-pyridyl                                              269  3-cyano-6-iso-propyl-2-pyridyl                                            270  3-cyano-6-cyclo-propyl-2-pyridyl                                          271  3-cyano-6-n-butyl-2-pyridyl                                               272  3-cyano-6-tert.-butyl-2-pyridyl                                           273  3-cyano-6-cyclo-hexyl-2-pyridyl                                           274  3-cyano-6-phenyl-2-pyridyl                                                275  3-cyano-4,6-dimethyl-2-pyridyl                                            276  3,5,6-trichloro-2-pyridyl                                                 277  5-trifluoromethyl-2-pyridyl                                               278  3-chloro-5-trifluoromethyl-2-pyridyl                                      279  2-quinolyl                                                                280  3-methyl-2-quinolyl                                                       281  4-methyl-2-quinolyl                                                       282  4-ethyl-2-quinolyl                                                        283  4-phenyl-2-quinolyl                                                       284  6-methyl-2-quinolyl                                                       285  6-chloro-2-quinolyl                                                       286  8-methyl-2-quinolyl                                                       287  8-chloro-2-quinolyl                                                       288  3,4-dimethyl-2-quinolyl                                                   289  4-methyl-8-methoxy-2-quinolyl                                             290  4-phenyl-8-ethoxy-2-quinolyl                                              291  4-methyl-8-chloro-2-quinolyl                                              292  4-methyl-8-fluoro-2-quinolyl                                              293  4-quinolyl                                                                294  2-methyl-4-quinolyl                                                       295  2-trifluoromethyl-4-quinolyl                                              296  2-iso-propyl-4-quinolyl                                                   297  2-n-pentyl-4-quinolyl                                                     298  2-phenyl-4-quinolyl                                                       299  2,6-dimethyl-4-quinolyl                                                   300  2-methyl-6-chloro-4-quinolyl                                              301  2-methyl-6-fluoro-4-quinolyl                                              302  8-quinolyl                                                                303  2-methyl-8-quinolyl                                                       304  5,7-dichloro-8-quinolyl                                                   305  4,6-dimethyl-2-pyrimidinyl                                                306  4-trifluoromethyl-2-pyrimidinyl                                           307  4,5,6-trimethyl-2-pyrimidinyl                                             308  4-benzyl-6-methyl-2-pyrimidinyl                                           309  4-methyl-6-phenyl-2-pyrimidinyl                                           310  4,6-dimethyl-5-chloro-2-pyrimidinyl                                       311  2,6-dimethyl-4-pyrimidinyl                                                312  2,6-bis(trifluoromethyl)-4-pyrimidinyl                                    313  2-iso-propyl-6-methyl-4-pyrimidinyl                                       314  2-cyclo-propyl-6-methyl-4-pyrimidinyl                                     315  2-methyl-6-methoxymethyl-4-pyrimidinyl                                    316  2-iso-propyl-6-methoxymethyl-4-pyrimidinyl                                317  2-phenyl-4-pyrimidinyl                                                    318  3,5-dimethyl-4-pyrimidinyl                                                319  2-methyl-6-trifluoromethyl-4-pyrimidinyl                                  320  2-n-propyl-6-trifluoromethyl-4-pyrimidinyl                                321  2-iso-propyl-6-trifluoromethyl-4-pyrimidinyl                              322  2-methyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                         323  2-n-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                       324  2-iso-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                     325  2-tert.-butyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                    ______________________________________                                    

                  TABLE 22                                                         ______________________________________                                          ##STR26##                                                                                                   mp (°C.)/                                 No.  R                        IR (cm.sup.-1)                                   ______________________________________                                          1   methyl                                                                     2   ethyl                                                                      3   n-propyl                                                                   4   iso-propyl                                                                 5   n-butyl                                                                    6   s-butyl                                                                    7   iso-butyl                                                                  8   tert.-butyl                                                                9   pentyl                                                                     10  hexyl                                                                      11  phenyl                                                                     12  2-F-phenyl                                                                 13  3-F-phenyl                                                                 14  4-F-phenyl                                                                 15  2-Cl-phenyl              1661, 1451,                                                                    1443, 1139,                                                                    1115, 1043,                                                                    1035, 1024,                                                                    846, 749                                          16  3-Cl-phenyl                                                                17  4-Cl-phenyl                                                                18  2-Br-phenyl                                                                19  3-Br-phenyl                                                                20  4-Br-phenyl                                                                21  2-I-phenyl                                                                 22  3-I-phenyl                                                                 23  4-I-phenyl                                                                 24  2-CN-phenyl                                                                25  3-CN-phenyl                                                                26  4-CN-phenyl                                                                27  2,3-F.sub.2 -phenyl                                                        28  2,4-F.sub.2 -phenyl                                                        29  2,3-Cl.sub.2 -phenyl                                                       30  2,4-Cl.sub.2 -phenyl                                                       31  2,5-Cl.sub.2 -phenyl                                                       32  2,6-Cl.sub.2 -phenyl                                                       33  3,4-Cl.sub.2 -phenyl                                                       34  3,5-Cl.sub.2 -phenyl                                                       35  2,4-Br.sub.2 -phenyl                                                       36  2,5-Br.sub.2 -phenyl                                                       37  2,6-Br.sub.2 -phenyl                                                       38  2,4-I.sub.2 -phenyl                                                        39  2-Cl, 3-F-phenyl                                                           40  2-Cl, 4-F-phenyl                                                           41  2-Cl, 5-F-phenyl                                                           42  2-Cl, 6-F-phenyl                                                           43  2-Cl, 3-Br-phenyl                                                          44  2-Cl, 4-Br-phenyl                                                          45  2-Cl, 5-Br-phenyl                                                          46  2-Cl, 6-Br-phenyl                                                          47  2-Br, 3-Cl-phenyl                                                          48  2-Br, 4-Cl-phenyl                                                          49  2-Br, 3-F-phenyl                                                           50  2-Br, 4-F-phenyl                                                           51  2-Br, 5-F-phenyl                                                           52  2-Br, 6-F-phenyl                                                           53  2-F, 3-Cl-phenyl                                                           54  2-F, 4-Cl-phenyl                                                           55  2-F, 5-Cl-phenyl                                                           56  3-Cl, 4-F-phenyl                                                           57  3-Cl, 5-F-phenyl                                                           58  3-Cl, 4-Br-phenyl                                                          59  3-Cl, 5-Br-phenyl                                                          60  3-F, 4-Cl-phenyl                                                           61  3-F, 4-Br-phenyl                                                           62  3-Br, 4-Cl-phenyl                                                          63  3-Br, 4-F-phenyl                                                           64  2,4,6-F.sub.3 -phenyl                                                      65  2,3,4-Cl.sub.3 -phenyl                                                     66  2,3,5-Cl.sub.3 -phenyl                                                     67  2,3,6-Cl.sub.3 -phenyl                                                     68  2,4,5-Cl.sub.3 -phenyl                                                     69  2,4,6-Cl.sub.3 -phenyl                                                     70  3,4,5-Cl.sub.3 -phenyl                                                     71  2,4,6-BrS-phenyl                                                           72  2,6-Cl.sub.2 -4-Br-phenyl                                                  73  2,3,4,6-Cl.sub.4 -phenyl                                                   74  2,3,5,6-Cl.sub.4 -phenyl                                                   75  F.sub.5 -phenyl                                                            76  Cl.sub.5 -phenyl                                                           77  Br.sub.5 -phenyl                                                           78  2-CH.sub.3 -phenyl                                                         79  3-CH.sub.3 -phenyl                                                         80  4-CH.sub.3 -phenyl                                                         81  2-C.sub.2 H.sub.5 -phenyl                                                  82  3-C.sub.2 H.sub.5 -phenyl                                                  83  4-C.sub.2 H.sub.5 -phenyl                                                  84  2-n-C.sub.3 H.sub.7 -phenyl                                                85  3-n-C.sub.3 H.sub.7 -phenyl                                                86  4-n-C.sub.3 H.sub.7 -phenyl                                                87  2-i-C.sub.3 H.sub.7 -phenyl                                                88  3-i-C.sub.3 H.sub.7 -phenyl                                                89  4-i-C.sub.3 H.sub.7 -phenyl                                                90  2-s-C.sub.4 H.sub.9 -phenyl                                                91  3-s-C.sub.4 H.sub.9 -phenyl                                                92  4-s-C.sub.4 H.sub.9 -phenyl                                                93  2-t-C.sub.4 H.sub.9 -phenyl                                                94  3-t-C.sub.4 H.sub.9 -phenyl                                                95  4-t-C.sub.4 H.sub.9 -phenyl                                                96  2,3-(CH.sub.3).sub.2 -phenyl                                               97  2,4-(CH.sub.3).sub.2 -phenyl                                               98  2,5-(CH.sub.3).sub.2 -phenyl                                               99  2,6-(CH.sub.3).sub.2 -phenyl                                              100  3,4-(CH.sub.3).sub.2 -phenyl                                              101  3,5-(CH.sub.3).sub.2 -phenyl                                              102  2,3,4-(CH.sub.3).sub.3 -phenyl                                            103  2,3,5-(CH.sub.3).sub.3 -phenyl                                            104  2,3,6-(CH.sub.3).sub.3 -phenyl                                            105  2,4,5-(CH.sub.3).sub.3 -phenyl                                            106  2,4,6-(CH.sub.3).sub.3 -phenyl                                            107  3,4,5-(CH.sub.3).sub.3 -phenyl                                            108  2,3,4,6-(CH.sub.3).sub.4 -phenyl                                          109  2,3,5,6-(CH.sub.3).sub.4 -phenyl                                          110  (CH.sub.3).sub.5 -phenyl                                                  111  2,4-(C.sub.2 H.sub.5).sub.2 -phenyl                                       112  2,6-(C.sub.2 H.sub.5).sub.2 -phenyl                                       113  3,5-(C.sub.2 H.sub.5).sub.2 -phenyl                                       114  2,4,6-(C.sub.2 H.sub.5).sub.3 -phenyl                                     115  2,4-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     116  2,6-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     117  3,5-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     118  2,4,6-(i-C.sub.3 H.sub.7).sub.3 -phenyl                                   119  2,3-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     120  2,4-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     121  2,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     122  2,6-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     123  3,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     124  2,4,6-(t-C.sub.4 H.sub.9).sub.3 -phenyl                                   125  2-t-C.sub.4 H.sub.9, 4-CH.sub.3 -phenyl                                   126  2-t-C.sub.4 H.sub.9, 5-CH.sub.3 -phenyl                                   127  2,6-(t-C.sub.4 H.sub.9).sub.2, 4-CH.sub.3 -phenyl                         128  2-CH.sub.3, 4-t-C.sub.4 H.sub.9 -phenyl                                   129  2-CH.sub.3, 6-t-C.sub.4 H.sub.9 -phenyl                                   130  2-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                   131  2-CH.sub.3, 5-i-C.sub.3 H.sub.7 -phenyl                                   132  3-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                   133  2-i-C.sub.3 H.sub.7, 5-CH.sub.3 -phenyl                                   134  2,4-(t-C.sub.4 H.sub.9).sub.2 -6-i-C.sub.3 H.sub.7 -phenyl                135  2-cyclo-C.sub.6 H.sub.11 -phenyl                                          136  3-cyclo-C.sub.6 H.sub.11 -phenyl                                          137  4-cyclo-C.sub.6 H.sub.11 -phenyl                                          138  2,4-(cyclo-C.sub.6 H.sub.11).sub.2 -6-CH.sub.3 -phenyl                    139  2-CH.sub.3, 4-cyclo-C.sub.6 H.sub.11 -phenyl                              140  2-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        141  3-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        142  4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        143  2-CH.sub.2 C.sub.6 H.sub.5, 4-CH.sub.3 -phenyl                            144  2-CH.sub.3, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                            145  2-C.sub.6 H.sub.5 -phenyl                                                 146  3-C.sub.6 H.sub.5 -phenyl                                                 147  4-C.sub.6 H.sub.5 -phenyl                                                 148  4-(2-i-C.sub.3 H.sub.7C.sub.6 H.sub.4)-phenyl                             149  4-C.sub.6 H.sub.5, 2,6-(CH.sub.3).sub.2 -phenyl                           150  2-Cl, 4-C.sub.6 H.sub.5 -phenyl                                           151  2-Br, 4-C.sub.6 H.sub.5 -phenyl                                           152  2-C.sub.6 H.sub.5, 4-Cl-phenyl                                            153  2-C.sub.6 H.sub.5, 4-Br-phenyl                                            154  2-CH.sub.2 C.sub.6 H.sub.5, 4-Cl-phenyl                                   155  2-CH.sub.2 C.sub.6 H.sub.5, 4-Br-phenyl                                   156  2-Cl, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                  157  2-Br, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                  158  2-cyclo-C.sub.6 H.sub.11, 4-Cl-phenyl                                     159  2-cyclo-C.sub.6 H.sub.11, 4-Br-phenyl                                     160  2-Cl, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                    161  2-Br, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                    162  3-OCH.sub.3 -phenyl                                                       163  2,4-(OCH.sub.3).sub.2 -phenyl                                             164  2-CF.sub.3 -phenyl                                                        165  3-CF.sub.3 -phenyl                                                        166  4-CF.sub.3 -phenyl                                                        167  2-NO.sub.2 -phenyl                                                        168  3-NO.sub.2 -phenyl                                                        169  4-NO.sub.2 -phenyl                                                        170  2-CN-phenyl                                                               171  3-CN-phenyl                                                               172  4-CN-phenyl                                                               173  2-CH.sub.3, 3-Cl-phenyl                                                   174  2-CH.sub.3, 4-Cl-phenyl                                                   175  2-CH.sub.3, 5-Cl-phenyl                                                   176  2-CH.sub.3, 6-Cl-phenyl                                                   177  2-CH.sub.3, 3-F-phenyl                                                    178  2-CH.sub.3, 4-F-phenyl                                                    179  2-CH.sub.3, 5-F-phenyl                                                    180  2-CH.sub.3, 6-F-phenyl                                                    181  2-CH.sub.3, 3-Br-phenyl                                                   182  2-CH.sub.3, 4-Br-phenyl                                                   183  2-CH.sub.3, 5-Br-phenyl                                                   184  2-CH.sub.3, 6-Br-phenyl                                                   185  2-Cl, 3-CH.sub.3 -phenyl                                                  186  2-Cl, 4-CH.sub.3 -phenyl                                                  187  2-Cl, 5-CH.sub.3 -phenyl                                                  188  2-Cl, 3-i-C.sub.3 H.sub.7                                                 189  2-F, 3-CH.sub.3 -phenyl                                                   190  2-F, 4-CH.sub.3 -phenyl                                                   191  2-F, 5-CH.sub.3 -phenyl                                                   192  2-Br, 3-CH.sub.3 -phenyl                                                  193  2-Br, 4-CH.sub.3 -phenyl                                                  194  3-CH.sub.3, 4-Cl-phenyl                                                   195  3-CH.sub.3, 5-Cl-phenyl                                                   196  2-Br, 5-CH.sub.3 -phenyl                                                  197  3-CH.sub.3, 4-F-phenyl                                                    198  3-CH.sub.3, 5-F-phenyl                                                    199  3-CH.sub.3, 4-Br-phenyl                                                   200  3-CH.sub.3, 5-Br-phenyl                                                   201  3-F, 4-CH.sub.3 -phenyl                                                   202  3-Cl, 4-CH.sub.3 -phenyl                                                  203  3-Br, 4-CH.sub.3 -phenyl                                                  204  2-Cl, 4,5-(CH.sub.3).sub.2 -phenyl                                        205  2-Br, 4,5-(CH.sub.3).sub.2 -phenyl                                        206  2-Cl, 3,5-(CH.sub.3).sub.2 -phenyl                                        207  2-Br, 3,5-(CH.sub.3).sub.2 -phenyl                                        208  2,6-Cl.sub.2, 4-CH.sub.3 -phenyl                                          209  2,6-F.sub.2, 4-CH.sub.3 -phenyl                                           210  2,6-Br.sub.2, 4-CH.sub.3 -phenyl                                          211  2,4-Cl.sub.2, 6-CH.sub.3 -phenyl                                          212  2,4-F.sub.2, 6-CH.sub.3 -phenyl                                           213  2,4-Br.sub.2, 6-CH.sub.3 -phenyl                                          214  2,6-(CH.sub.3).sub.2, 4-F-phenyl                                          215  2,6-(CH.sub.3).sub.2, 4-Cl-phenyl                                         216  2,6-(CH.sub.3).sub.2, 4-Br-phenyl                                         217  3,5-(CH.sub.3).sub.2, 4-F-phenyl                                          218  3,5-(CH.sub.3).sub.2, 4-Cl-phenyl                                         219  3,5-(CH.sub.3).sub.2, 4-Br-phenyl                                         220  2,3,6-(CH.sub.3).sub.3, 4-F-phenyl                                        221  2,3,6-(CH.sub.3).sub.3, 4-Cl-phenyl                                       222  2,3,6-(CH.sub.3).sub.3, 4-Br-phenyl                                       223  2,4-(CH.sub.3).sub.2, 6-F-phenyl                                          224  2,4-(CH.sub.3).sub.2, 6-Cl-phenyl                                         225  2,4-(CH.sub.3).sub.2, 6-Br-phenyl                                         226  2-i-C.sub.3 H.sub.7, 4-Cl, 5-CH.sub.3 -phenyl                             227  2-Cl, 4-NO.sub.2 -phenyl                                                  228  2-NO.sub.2, 4-Cl-phenyl                                                   229  2-OCH.sub.3, 5-NO.sub.2 -phenyl                                           230  2,4-Cl.sub.2, 5-NO.sub.2 -phenyl                                          231  2,4-Cl.sub.2, 6-NO.sub.2 -phenyl                                          232  2,6-Cl.sub.2, 4-NO.sub.2 -phenyl                                          233  2,6-Br.sub.2, 4-NO.sub.2 -phenyl                                          234  2,6-I.sub.2, 4-NO.sub.2 -phenyl                                           235  2-C.sub.6 H.sub.5 O-phenyl                                                236  3-C.sub.6 H.sub.5 O-phenyl                                                237  4-C.sub.6 H.sub.5 O-phenyl                                                238  3-t-C.sub.4 H.sub.9 O-phenyl                                              239  4-t-C.sub.4 H.sub.9 O-phenyl                                              240  1-naphthyl                                                                241  2-naphthyl                                                                242  2-pyridyl                                                                 243  6-methyl-2-pyridyl                                                        244  6-ethyl-2-pyridyl                                                         245  6-n-propyl-2-pyridyl                                                      246  6-iso-propyl-2-pyridyl                                                    247  6-n-butyl-2-pyridyl                                                       248  6-tert.-butyl-2-pyridyl                                                   249  6-n-pentyl-2-pyridyl                                                      250  6-n-hexyl-2-pyridyl                                                       251  6-phenyl-2-pyridyl                                                        252  6-benzyl-2-pyridyl                                                        253  6-trifluoromethyl-2-pyridyl                                               254  6-methoxy-2-pyridyl                                                       255  6-chloro-2-pyridyl                                                        256  3,6-dimethyl-2-pyridyl                                                    257  3,6-diethyl-2-pyridyl                                                     258  4,6-dimethyl-2-pyridyl                                                    259  5,6-dimethyl-2-pyridyl                                                    260  4-phenyl-6-methyl-2-pyridyl                                               261  4,6-diphenyl-2-pyridyl                                                    262  3,4-dichloro-6-methyl-2-pyridyl                                           263  3,4,5-trichloro-6-phenyl-2-pyridyl                                        264  4-trifluoromethyl-6-methyl-2-pyridyl                                      265  3-cyano-6-methyl-2-pyridyl                                                266  3-cyano-6-ethyl-2-pyridyl                                                 267  3-cyano-6-n-propyl-2-pyridyl                                              268  3-cyano-6-iso-propyl-2-pyridyl                                            269  3-cyano-6-cyclo-propyl-2-pyridyl                                          270  3-cyano-6-n-butyl-2-pyridyl                                               271  3-cyano-6-tert.-butyl-2-pyridyl                                           272  3-cyano-6-cyclo-hexyl-2-pyridyl                                           273  3-cyano-6-phenyl-2-pyridyl                                                274  3-cyano-4,6-dimethyl-2-pyridyl                                            275  3,5,6-trichloro-2-pyridyl                                                 276  5-trifluoromethyl-2-pyridyl                                               277  3-chloro-5-trifluoromethyl-2-pyridyl                                      278  2-quinolyl                                                                279  3-methyl-2-quinolyl                                                       280  4-methyl-2-quinolyl                                                       281  4-ethyl-2-quinolyl                                                        282  4-phenyl-2-quinolyl                                                       283  6-methyl-2-quinolyl                                                       284  6-chloro-2-quinolyl                                                       285  8-methyl-2-quinolyl                                                       286  8-chloro-2-quinolyl                                                       287  3,4-dimethyl-2-quinolyl                                                   288  4-methyl-8-methoxy-2-quinolyl                                             289  4-phenyl-8-ethoxy-2-quinolyl                                              290  4-methyl-8-chloro-2-quinolyl                                              291  4-methyl-8-fluoro-2-quinolyl                                              292  4-quinolyl                                                                293  2-methyl-4-quinolyl                                                       294  2-trifluoromethyl-4-quinolyl                                              295  2-iso-propyl-4-quinolyl                                                   296  2-n-pentyl-4-quinolyl                                                     297  2-phenyl-4-quinolyl                                                       298  2,6-dimethyl-4-quinolyl                                                   299  2-methyl-6-chloro-4-quinolyl                                              300  2-methyl-6-fluoro-4-quinolyl                                              301  8-quinolyl                                                                302  2-methyl-8-quinolyl                                                       303  5,7-dichloro-8-quinolyl                                                   304  4,6-dimethyl-2-pyrimidinyl                                                305  4-trifluoromethyl-2-pyrimidinyl                                           306  4,5,6-trimethyl-2-pyrimidinyl                                             307  4-benzyl-6-methyl-2-pyrimidinyl                                           308  4-methyl-6-phenyl-2-pyrimidinyl                                           309  4,6-dimethyl-5-chloro-2-pyrimidinyl                                       310  2,6-dimethyl-4-pyrimidinyl                                                311  2,6-bis-(trifluoromethyl)-4-pyrimidinyl                                   312  2-iso-propyl-6-methyl-4-pyrimidinyl                                       313  2-cyclo-propyl-6-methyl-4-pyrimidinyl                                     314  2-methyl-6-methoxymethyl-4-pyrimidinyl                                    315  2-iso-propyl-6-methoxymethyl-4-pyrimidinyl                                316  2-phenyl-4-pyrimidinyl                                                    317  3,5-dimethyl-4-pyrimidinyl                                                318  2-methyl-6-trifluormethyl-4-pyrimidinyl                                   319  2-n-propyl-6-trifluoromethyl-4-pyrimidinyl                                320  2-iso-propyl-6-trifluoromethyl-4-pyrimidinyl                              321  2-methyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                         322  2-n-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                       323  2-iso-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                     324  2-tert.-butyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                    325  6-EtO-benzothiazol-2-yl                                                   326  benzoxazol-2-yl                                                           327  1-Me-imidazol-2-yl                                                        328  4-but-1H-imidazol-2-yl                                                    329  2-thiazolin-2-yl                                                          330  5-CF.sub.3 -benzimidazol-2-yl                                             331  1-Ph-tetrazol-5-yl                                                        332  5-CF.sub.3 -benzothiazol-2-yl                                             333  4,4-Me.sub.2 -5-methylene-2-thiazolin-2-yl                                334  6-Cl-4-Me-benzothiazol-2-yl                                               335  5-Me-benzothiazol-2-yl                                                    336  4-Cl-benzothiazol-2-yl                                                    337  1-(3-NO.sub.2Ph)tetrazol-5-yl                                             338  2-thienyl                                                                 339  5-Me-benzoxazol-2-yl                                                      340  7-Cl-benzothiazol-2-yl                                                    341  5,6-Cl.sub.3 -1H-benzimidazol-2-yl                                        342  5-Cl-benzoxazol-2-yl                                                      343  6-Cl-benzothiazol-2-yl                                                    344  2-Ph-thiazol-2-yl                                                         345  3-CN-4,6-Me.sub.2 -2-pyridyl                                              346  1-Ph-1,2,4-triazol-3-yl                                                   347  1-Pri-benzimidazol-2-yl                                                   348  5-Br-benzothiazol-2-yl                                                    349  5-Br-1H-benzimidazol-2-yl                                                 350  7-Cl-4-MeO-benzothiazol-2-yl                                              351  1H-benzimidazol-2-yl                                                      352  5-Cl-benzothiazol-2-yl                                                    353  5-NO.sub.2 -benzoxazol-2-yl                                               354  5-t-Bu-benzoxazol-2-yl                                                    355  4,6,7-Cl.sub.3 -benzothiozol-2-yl                                         356  5-Ph-thiazol-2-yl                                                         357  5,7-Me.sub.2 -benzoxazol-2-yl                                             358  6-Me-benzoxazol-2-yl                                                      359  1,2,4-triazin-3-yl                                                        360  6-Pr-benzothiazol-2-yl                                                    361  6-PhO-benzothiazol-2-yl                                                   362  4-(4-ClPh)-thiazol-2-yl                                                   363  4-(4-MePh)-thiazol-2-yl                                                   364  5-Me-4-Ph-thiazol-2-yl                                                    365  5-Cl-1-H-benzimidazol-2-yl                                                366  5-Ph-1,2,4-triazol-3-yl                                                   367  3-Ph-1,2,4-thiadiazol-5-yl                                                ______________________________________                                    

                  TABLE 23                                                         ______________________________________                                          ##STR27##                                                                     No.       R              mp (°C.)/IR (cm.sup.-1)                        ______________________________________                                          1        H                                                                     2        methyl                                                                3        ethyl                                                                 4        n-propyl                                                              5        i-propyl                                                              6        n-butyl                                                               7        i-butyl                                                               8        s-butyl                                                               9        t-butyl                                                              10        pentyl                                                               11        hexyl                                                                12        phenyl                                                               13        1-naphthyl                                                           14        2-naphthyl                                                           15        3-phenanthrenyl                                                      16        2-fluorophenyl                                                       17        3-fluorophenyl                                                       18        4-fluorophenyl                                                       19        2-chlorophenyl                                                       20        3-chlorophenyl                                                       21        4-chlorophenyl                                                       22        2-bromophenyl                                                        23        3-bromophenyl                                                        24        4-bromophenyl                                                        25        2-iodophenyl                                                         26        3-iodophenyl                                                         27        4-iodophenyl                                                         28        2-NO.sub.2 -phenyl                                                   29        3-NO.sub.3 -phenyl                                                   30        4-NO.sub.2 -phenyl                                                   31        2-CH.sub.3 -phenyl                                                   32        3-CH.sub.3 -phenyl                                                   33        4-CH.sub.3 -phenyl                                                   34        2-OMe-phenyl                                                         35        3-OMe-phenyl                                                         36        4-OMe-phenyl                                                         37        2-CF.sub.3 -phenyl                                                   38        3-CF.sub.3 -phenyl                                                   39        4-CF.sub.3 -phenyl                                                   40        2-Ph-phenyl                                                          41        3-Ph-phenyl                                                          42        4-Ph-phenyl                                                          43        2-PhO-phenyl                                                         44        3-PhO-phenyl                                                         45        4-PhO-phenyl                                                         46        2-pyridyl                                                            47        2-pyrimidyl                                                          48        2-quinalinyl                                                         49        2-pyrryl                                                             50        2-thienyl                                                            51        2-furyl                                                              52        2-imidazolyl                                                         ______________________________________                                    

                  TABLE 24                                                         ______________________________________                                          ##STR28##                                                                     No.       R              mp (°C.)/IR (cm.sup.-1)                        ______________________________________                                          1        H                                                                     2        methyl                                                                3        ethyl                                                                 4        n-propyl                                                              5        i-propyl                                                              6        n-butyl                                                               7        i-butyl                                                               8        s-butyl                                                               9        t-butyl                                                              10        pentyl                                                               11        hexyl                                                                12        phenyl                                                               13        1-naphthyl                                                           14        2-naphthyl                                                           15        3-phenanthrenyl                                                      16        2-fluorophenyl                                                       17        3-fluorophenyl                                                       18        4-fluorophenyl                                                       19        2-chlorophenyl                                                       20        3-chlorophenyl                                                       21        4-chlorophenyl                                                       22        2-bromophenyl                                                        23        3-bromophenyl                                                        24        4-bromophenyl                                                        25        2-iodophenyl                                                         26        3-iodophenyl                                                         27        4-iodophenyl                                                         28        2-NO.sub.2 -phenyl                                                   29        3-NO.sub.3 -phenyl                                                   30        4-NO.sub.2 -phenyl                                                   31        2-CH.sub.3 -phenyl                                                   32        3-CH.sub.3 -phenyl                                                   33        4-CH.sub.3 -phenyl                                                   34        2-OMe-phenyl                                                         35        3-OMe-phenyl                                                         36        4-OMe-phenyl                                                         37        2-CF.sub.3 -phenyl                                                   38        3-CF.sub.3 -phenyl                                                   39        4-CF.sub.3 -phenyl                                                   40        2-Ph-phenyl                                                          41        3-Ph-phenyl                                                          42        4-Ph-phenyl                                                          43        2-PhO-phenyl                                                         44        3-PhO-phenyl                                                         45        4-PhO-phenyl                                                         46        2-pyridyl                                                            47        2-pyrimidyl                                                          48        2-quinalinyl                                                         49        2-pyrryl                                                             50        2-thienyl                                                            51        2-furyl                                                              52        2-imidazolyl                                                         ______________________________________                                    

                  TABLE 25                                                         ______________________________________                                          ##STR29##                                                                     No.       R              mp(°C.)/IR(cm.sup.-1)                          ______________________________________                                          1        H                                                                     2        methyl                                                                3        ethyl                                                                 4        n-propyl                                                              5        i-propyl                                                              6        n-butyl                                                               7        i-butyl                                                               8        s-butyl                                                               9        t-butyl                                                              10        pentyl                                                               11        hexyl                                                                12        phenyl                                                               13        1-phenyl                                                             14        2-phenyl                                                             15        3-phenanthrenyl                                                      16        2-fluorophenyl                                                       17        3-fluorophenyl                                                       18        4-fluorophenyl                                                       19        2-chlorophenyl                                                       20        3-chlorophenyl                                                       21        4-chlorophenyl                                                       22        2-bromophenyl                                                        23        3-bromophenyl                                                        24        4-bromophenyl                                                        25        2-iodophenyl                                                         26        3-iodophenyl                                                         27        4-iophenyl                                                           28        2-NO.sub.2 -phenyl                                                   29        3-NO.sub.3 -phenyl                                                   30        4-NO.sub.2 -phenyl                                                   31        2-CH.sub.3 -phenyl                                                   32        3-CH.sub.3 -phenyl                                                   33        4-CH.sub.3 -phenyl                                                   34        2-OMe-phenyl                                                         35        3-OMe-phenyl                                                         36        4-OMe-phenyl                                                         37        2-CF.sub.3 -phenyl                                                   38        3-CF.sub.3 -phenyl                                                   39        4-CF.sub.3 -phenyl                                                   40        2-Ph-phenyl                                                          41        3-Ph-phenyl                                                          42        4-Ph-phenyl                                                          43        2-PhO-phenyl                                                         44        3-PhO-phenyl                                                         45        4-PhO-phenyl                                                         46        2-pyridyl                                                            47        2-pyrimidyl                                                          48        2-quinalinyl                                                         49        2-pyrryl                                                             50        2-thienyl                                                            51        2-furyl                                                              52        2-imidazolyl                                                         ______________________________________                                    

                  TABLE 26                                                         ______________________________________                                          ##STR30##                                                                     No.       R              mp(°C.)/IR(cm.sup.-1)                          ______________________________________                                          1        H                                                                     2        methyl                                                                3        ethyl                                                                 4        n-propyl                                                              5        i-propyl                                                              6        n-butyl                                                               7        i-butyl                                                               8        s-butyl                                                               9        t-butyl                                                              10        pentyl                                                               11        hexyl                                                                12        phenyl                                                               13        1-phenyl                                                             14        2-phenyl                                                             15        3-phenanthrenyl                                                      16        2-fluorophenyl                                                       17        3-fluorophenyl                                                       18        4-fluorophenyl                                                       19        2-chlorophenyl                                                       20        3-chlorophenyl                                                       21        4-chlorophenyl                                                       22        2-bromophenyl                                                        23        3-bromophenyl                                                        24        4-bromophenyl                                                        25        2-iodophenyl                                                         26        3-iodophenyl                                                         27        4-iophenyl                                                           28        2-NO.sub.2 -phenyl                                                   29        3-NO.sub.3 -phenyl                                                   30        4-NO.sub.2 -phenyl                                                   31        2-CH.sub.3 -phenyl                                                   32        3-CH.sub.3 -phenyl                                                   33        4-CH.sub.3 -phenyl                                                   34        2-OMe-phenyl                                                         35        3-OMe-phenyl                                                         36        4-OMe-phenyl                                                         37        2-CF.sub.3 -phenyl                                                   38        3-CF.sub.3 -phenyl                                                   39        4-CF.sub.3 -phenyl                                                   40        2-Ph-phenyl                                                          41        3-Ph-phenyl                                                          42        4-Ph-phenyl                                                          43        2-PhO-phenyl                                                         44        3-PhO-phenyl                                                         45        4-PhO-phenyl                                                         46        2-pyridyl                                                            47        2-pyrimidyl                                                          48        2-quinalinyl                                                         49        2-pyrryl                                                             50        2-thienyl                                                            51        2-furyl                                                              52        20imidazolyl                                                         ______________________________________                                    

                  TABLE 27                                                         ______________________________________                                          ##STR31##                                                                     No.       R              mp (°C.)/IR (cm.sup.-1)                        ______________________________________                                          1        H                                                                     2        methyl                                                                3        ethyl                                                                 4        n-propyl                                                              5        i-propyl                                                              6        n-butyl                                                               7        i-butyl                                                               8        s-butyl                                                               9        t-butyl                                                              10        pentyl                                                               11        hexyl                                                                12        phenyl                                                               13        1-naphthyl                                                           14        2-naphthyl                                                           15        3-phenanthrenyl                                                      16        2-fluorophenyl                                                       17        3-fluorophenyl                                                       18        4-fluorophenyl                                                       19        2-chlorophenyl                                                       20        3-chlorophenyl                                                       21        4-chlorophenyl                                                       22        2-bromophenyl                                                        23        3-bromophenyl                                                        24        4-bromophenyl                                                        25        2-iodophenyl                                                         26        3-iodophenyl                                                         27        4-iodophenyl                                                         28        2-NO.sub.2 -phenyl                                                   29        3-NO.sub.2 -phenyl                                                   30        4-NO.sub.2 -phenyl                                                   31        2-CH.sub.3 -phenyl                                                   32        3-CH.sub.3 -phenyl                                                   33        4-CH.sub.3 -phenyl                                                   34        2-OMe-phenyl                                                         35        3-OMe-phenyl                                                         36        4-OMe-phenyl                                                         37        2-CF.sub.3 -phenyl                                                   38        3-CF.sub.3 -phenyl                                                   39        4-CF.sub.3 -phenyl                                                   40        2-Ph-phenyl                                                          41        3-Ph-phenyl                                                          42        4-Ph-phenyl                                                          43        2-PhO-phenyl                                                         44        3-PhO-phenyl                                                         45        4-PhO-phenyl                                                         46        2-pyridyl                                                            47        2-pyrimidyl                                                          48        2-quinalinyl                                                         49        2-pyrryl                                                             50        2-thienyl                                                            51        2-furyl                                                              52        2-imidazolyl                                                         ______________________________________                                    

The novel thiocarboxylic esters I are extremely effective on a broad spectrum of phytopathogenic fungi, in particular those from the class consisting of the Ascomycetes and Basidiomycetes. Some of them have a systemic action and can be used as foliar and soil fungicides.

The fungicidal compounds are of particular interest for controlling a large number of fungi in various crops or their seeds, especially wheat, rye, barley, oats, rice, Indian corn, lawns, cotton, soybeans, coffee, sugar cane, fruit and ornamentals in horticulture and viticulture, and in vegetables such as cucumbers, beans and cucurbits.

The novel thiocarboxylic esters are particularly useful for controlling the following plant diseases:

Erysiphe graminis in cereals,

Erysiphe cichoracearum and Sphaerotheca fuliginea in cucurbits,

Podosphaera leucotricha in apples,

Uncinula necator in vines,

Puccinia species in cereals,

Rhizoctonia solani in cotton,

Ustilago species in cereals and sugar cane,

Venturia inaequalis (scab) in apples,

Helminthosporium species in cereals,

Septoria nodorum in wheat,

Botrytis cinerea (gray mold) in strawberries and grapes,

Cercospora arachidicola in groundnuts,

Pseudocercosporella herpotrichoides in wheat and barley,

Pyricularia oryzae in rice,

Phytophthora infestans in potatoes and tomatoes,

Fusarium and Verticillium species in various plants,

Plasmopara viticola in grapes,

Alternaria species in fruit and vegetables,

Paecilomyces variotii in timber.

The compounds are applied by spraying or dusting the plants with the active ingredients, or treating the seeds of the plants with the active ingredients. They may be applied before or after infection of the plants or seeds by the fungi. The compounds are used in fungicidally effective amounts.

The thiocarboxylic esters can be converted into conventional formulations such as solutions, emulsions, suspensions, dusts, powders, pastes and granules. The application forms depend entirely on the purposes for which they are intended; they should at all events ensure a fine and uniform distribution of the active ingredient. The formulations are produced in known manner, for example by extending the active ingredient with solvents and/or carriers, with or without the use of emulsifiers and dispersants; if water is used as solvent, it is also possible to employ other organic solvents as auxiliary solvents. Suitable auxiliaries for this purpose are solvents such as aromatics (e.g., xylene), chlorinated aromatics (e.g, chlorobenzenes), paraffins (e.g., crude oil fractions), alcohols (e.g., methanol, butanol), ketones (e.g., cyclohexanone), amines (e.g., ethanolamine, dimethylformamide), and water; carriers such as ground natural minerals (e.g., kaolins, aluminas, talc and chalk) and ground synthetic minerals (e.g., highly disperse silica and silicates); emulsifiers such as nonionic and anionic emulsifiers (e.g., polyoxyethylene fatty alcohol ethers, alkyl sulfonates and aryl sulfonates); and dispersants such as ligninsulfite waste liquors and methylcellulose.

The agents may also be used for protecting wood.

The fungicides generally contain from 0.1 to 95, and preferably from 0.5 to 90, wt % of active ingredient. The application rates are from 0.02 to 3 kg or more of active ingredient per hectare, depending on the type of effect desired. When used for treating seed, amounts of from 0.01 to 50, and preferably from 0.01 to 10, g per kg of seed are required.

The agents, if desired after further dilution, are applied in conventional manner, for example by spraying, atomizing, dusting, scattering, dressing or watering.

Example of formulations are given below.

I. A solution of 90 parts by weight of compound no. 15 (Table 3) and 10 parts by weight of N-methyl-α-pyrrolidone, which is suitable for application in the form of very fine drops.

II. A mixture of 20 parts by weight of compound no. 14 (Table 4), 80 parts by weight of xylene, 10 parts by weight of the adduct of 8 to 10 moles of ethylene oxide and 1 mole of oleic acid-N-monoethanolamide, 5 parts by weight of the calcium salt of dodecylbenzenesulfonic acid, and 5 parts by weight of the adduct of 40 moles of ethylene oxide and 1 mole of castor oil. By finely dispersing the mixture in water, an aqueous dispersion is obtained.

III. An aqueous dispersion of 20 parts by weight of compound no. 243 (Table 4), 40 parts by weight of cyclohexanone, 30 parts by weight of isobutanol, 20 parts by weight of the adduct of 40 moles of ethylene oxide and 1 mole of castor oil. By pouring the mixture into water and finely dispersing it therein, an aqueous dispersion is obtained.

IV. An aqueous dispersion of 20 parts by weight of compound no. 15 (Table 3), 25 parts by weight of cyclohexanol, 65 parts by weight of a mineral oil fraction having a boiling point between 210° and 280° C., and 10 parts by weight of the adduct of 40 moles of ethylene oxide and 1 mole of castor oil. By pouring the mixture into water and finely dispersing it therein, an aqueous dispersion is obtained.

V. A hammer-milled mixture of 80 parts by weight of compound no. 14 (Table 4), 3 parts by weight of the sodium salt of diisobutylnaphthalene-α-sulfonic acid, 10 parts by weight of the sodium salt of a ligninsulfonic acid obtained from a sulfite waste liquor, and 7 parts by weight of powdered silica gel. By finely dispersing the mixture in water, a spray liquor is obtained.

VI. An intimate mixture of 3 parts by weight of compound no. 243 (Table 4) and 97 parts by weight of particulate kaolin. The dust contains 3 wt % of the active ingredient.

VII. An intimate mixture of 30 parts by weight of compound no. 15 (Table 3), 92 parts by weight of powdered silica gel and 8 parts by weight of paraffin oil sprayed onto the surface of this silica gel. This formulation of the active ingredient exhibits good adherence.

VIII. A stable aqueous dispersion of 40 parts by weight of compound no. 14 (Table 4), 10 parts of the sodium salt of a phenolsulfonic acid-urea-formaldehyde condensate, 2 parts of silica gel and 48 parts of water, which dispersion can be further diluted.

IX. A stable oily dispersion of 20 parts by weight of compound no. 243 (Table 4), 2 parts by weight of the calcium salt of dodecylbenzenesulfonic acid, 8 parts by weight of a fatty alcohol polyglycol ether, 2 parts by weight of the sodium salt of a phenolsulfonic acid-urea-formaldehyde condensate and 68 parts by weight of a paraffinic mineral oil.

In these application forms, the agents according to the invention may also be present together with other active ingredients, for example herbicides, insecticides, growth regulators, and fungicides, and may furthermore be mixed and applied together with fertilizers. Admixture with other fungicides frequently results in a greater fungicidal action spectrum.

USE EXAMPLES

The fungicidal action of the thiocarboxylic esters I was compared in the greenhouse with that of 2-(phenyloxymethyl)-phenylglyoxylic acid methyl ester-O-methyloxime (A) disclosed in EP 253,213.

EXAMPLE 1 Action on Botrytis cinerea in peppers

Pepper seedlings of the "Neusiedler Ideal Elite" variety were sprayed, after 4 to 5 leaves were well developed, to runoff with aqueous suspensions containing (dry basis) 80% of active ingredient and 20% of emulsifier. After 24 hours the treated plants were sprayed with a spore suspension of the fungus Botrytis cinerea. After having been cultivated for 8 days in the greenhouse, the treated plants were inoculated with a spore suspension of Botrytis cinerea containing 1.7×10⁶ spores/ml in a 2% strength biomalt solution. They were then placed at 22° to 24° C. in a chamber of high humidity. After 5 days, the extent of the fungus spread was assessed.

    ______________________________________                                         Leaf surface area affected in %                                                              Leaf attack after application of a 0.05%                         Active ingredient                                                                            aqueous active ingredient formulation                            no.           Mark         % attack                                            ______________________________________                                         Table 3, No. 24                                                                              1             5                                                  Table 4, No. 14                                                                              2            15                                                  Table 4, No. 243                                                                             2            15                                                  Comparative product A                                                                        4-5          50                                                  Untreated     5            65                                                  ______________________________________                                    

EXAMPLE 2 Action on wheat brown rust

Leaves of pot-grown wheat seedlings of the "Kanzler" variety were dusted with spores of brown rust (Puccinia recondita). The pots were then placed for 24 hours at 20° to 22° C. in a high-humidity (90-95%) chamber. During this period the spores germinated and the germ tubes penetrated the leaf tissue. The infected plants were then sprayed to runoff with aqueous liquors containing (dry basis) 80% of active ingredient and 20% of emulsifier. After the sprayed-on layer had dried, the plants were set up in the greenhouse at 20° to 22° C. and a relative humidity of 65 to 70%. The extent of rust fungus spread on the leaves was assessed after 8 days.

    ______________________________________                                         Assessment scale:                                                                           0 = no fungus attack, graded down to                                           5 = total fungus attack                                                         Leaf attack after application of 0.025%                          Active ingredient                                                                            aqueous active ingredient formulations                           no.           Mark         % attack                                            ______________________________________                                         Table 4, No. 14                                                                              2            15                                                  Comparative product A                                                                        4-5          50                                                  Untreated     5            70                                                  ______________________________________                                     

We claim:
 1. A compound of the Formula I ##STR32## where the substituents have the following meanings: X is oxygen, sulfur, oxymethylene, methyleneoxy, thiomethylene, methylenethio, ethylene, ethenylene or ethynylene,Y,Z are each sulfur or oxygen, but Y and Z are not simultaneously oxygen, R is pyridyl or pyridyl substituted by the following radicals R¹ :R¹ is halogen, cyano, nitro, C₁ -C₆ -alkyl, C₃ -C₆ -cycloalkyl, C₁ -C₆ -alkoxy, trifluoromethyl, mononuclear or dinuclear carbocyclic aryloxy or mononuclear, dinuclear or trinuclear carbocyclic aryl, and aryloxy and aryl in turn may be substituted by the stated radicals R¹.
 2. A fungicidal composition comprising a fungicidally effective amount of a thiocarboxylic ester of the formula I ##STR33## where the substituents have the following meanings: X is oxygen, sulfur, oxymethylene, methyleneoxy, thiomethylene, methylenethio, ethylene, ethenylene or ethynylene,Y,Z are each sulfur or oxygen, but Y and Z are not simultaneously oxygen, R is pyridyl or pyridyl substituted by the following radicals R¹ :R¹ is halogen, cyano, nitro, C₁ -C₆ -alkyl, C₃ -C₆ -cycloalkyl, C₁ -C₆ -alkoxy, trifluoromethyl, mononuclear or dinuclear carbocyclic aryloxy or mononuclear, dinuclear or trinuclear carbocyclic aryl, and aryloxy and aryl in turn may be substituted by the stated radicals R¹,and a conventional carrier.
 3. Thiocarboxylic esters of the formula I as set forth in claim 1, where x is methylenethio, R is 2-pyridyl and R¹ is 6-methyl. 